{"jobs":[{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4710794005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4443082005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4710794005,"updated_at":"2026-07-30T11:14:00-04:00","requisition_id":"343","title":"Billing Engineer","company_name":"Tailscale","first_published":"2026-07-02T12:21:43-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a highly skilled and motivated Software Engineer to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Deliver projects related to pricing plans and billing\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop our billing integration with third party services, strengthening our end-to-end billing experience.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Take ownership of the entire product lifecycle, from writing code to product ideation and strategic decision-making.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with UX/UI designers and product managers to shape features.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Work as part of a team of engineers to design, build, test, and document core billing software components.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Integrate with third-party billing platforms (e.g., Stripe, Metronome) as needed\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop metering, pricing, and rating logic for usage-based and subscription billing models.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ensure accurate tracking and reporting of customer usage data.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Monitor and maintain billing systems to ensure high availability and data integrity.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build automation tools for recurring billing tasks, reconciliation, and reporting.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with product, sales, and finance teams to support custom billing requirements.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with finance, product, support, and engineering teams to support accurate billing, revenue reporting, and customer inquiries.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Act as a technical expert in billing-related discussions and planning.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Champion engineering excellence by driving code quality, architectural reviews, and design documentation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide technical leadership and mentorship to other engineers, fostering a culture of learning and knowledge sharing.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish observability, alerting, and error handling across the billing pipeline to ensure high availability and responsiveness.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead incident response and root cause analysis for billing-related issues.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience in backend software engineering, with a strong focus on billing, payments, or financial systems.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep knowledge of SaaS billing models, including subscriptions, usage-based pricing, proration, discounts, and entitlements.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven experience integrating with third-party billing platforms such as Stripe, Metronome, Orb, Zuora, etc, or building custom billing systems.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing and managing distributed systems, microservices, and event-driven architectures.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficient with SQL and data modeling, especially for financial and usage data.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Solid understanding of APIs and experience building or integrating internal billing APIs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong proficiency in Go, or comfortable writing production-quality code in another language and eager to work with Go\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written and verbal communication skills.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$191,620\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$239,860 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4710822005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4443082005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4710822005,"updated_at":"2026-07-30T11:14:09-04:00","requisition_id":"343","title":"Billing Engineer","company_name":"Tailscale","first_published":"2026-07-02T12:21:44-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a highly skilled and motivated Software Engineer to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Deliver projects related to pricing plans and billing\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop our billing integration with third party services, strengthening our end-to-end billing experience.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Take ownership of the entire product lifecycle, from writing code to product ideation and strategic decision-making.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with UX/UI designers and product managers to shape features.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Work as part of a team of engineers to design, build, test, and document core billing software components.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Integrate with third-party billing platforms (e.g., Stripe, Metronome) as needed\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop metering, pricing, and rating logic for usage-based and subscription billing models.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ensure accurate tracking and reporting of customer usage data.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Monitor and maintain billing systems to ensure high availability and data integrity.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build automation tools for recurring billing tasks, reconciliation, and reporting.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with product, sales, and finance teams to support custom billing requirements.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with finance, product, support, and engineering teams to support accurate billing, revenue reporting, and customer inquiries.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Act as a technical expert in billing-related discussions and planning.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Champion engineering excellence by driving code quality, architectural reviews, and design documentation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide technical leadership and mentorship to other engineers, fostering a culture of learning and knowledge sharing.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish observability, alerting, and error handling across the billing pipeline to ensure high availability and responsiveness.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead incident response and root cause analysis for billing-related issues.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience in backend software engineering, with a strong focus on billing, payments, or financial systems.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep knowledge of SaaS billing models, including subscriptions, usage-based pricing, proration, discounts, and entitlements.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven experience integrating with third-party billing platforms such as Stripe, Metronome, Orb, Zuora, etc, or building custom billing systems.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing and managing distributed systems, microservices, and event-driven architectures.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficient with SQL and data modeling, especially for financial and usage data.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Solid understanding of APIs and experience building or integrating internal billing APIs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong proficiency in Go, or comfortable writing production-quality code in another language and eager to work with Go\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written and verbal communication skills.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$143,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$179,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4723980005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449446005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4723980005,"updated_at":"2026-08-19T15:02:26-04:00","requisition_id":"386","title":"Brand Designer","company_name":"Tailscale","first_published":"2026-08-19T14:53:04-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is looking for an experienced Brand Designer to help bring our brand to life across every customer touchpoint. You\u0026#39;ll create thoughtful, high-quality creative that helps people understand our products, builds trust with technical audiences, and supports some of our most important marketing initiatives.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role reports to the Team Lead and partners closely with Brand, Growth, Web, Content, Product Marketing, and Developer Relations. You\u0026#39;ll own projects from concept through execution, contribute to the evolution of our design systems, and help us scale creative output without sacrificing quality.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re looking for someone who cares deeply about craft, thrives in collaborative environments but is able to work autonomously while requiring minimal direction, and enjoys solving complex communication problems through thoughtful design.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own brand design projects from creative brief through final delivery with limited guidance\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Design high-quality creative assets across web, campaigns, events, social media, presentations, product marketing, and internal communications\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Apply and thoughtfully extend Tailscale\u0026#39;s visual identity across new formats and channels\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Create reusable templates, design systems, and creative processes that improve consistency and efficiency\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner closely with Growth, Web, Product Marketing, Content, and Developer Relations to deliver cohesive customer experiences\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Present design concepts and rationale to stakeholders and thoughtfully incorporate feedback\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Balance multiple projects while consistently delivering polished, production-ready work\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Contribute ideas that improve the quality, scalability, and effectiveness of our creative work\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;3+ years of professional experience in brand, marketing, or visual design\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong portfolio demonstrating exceptional design foundations: color theory, accessibility, typography, layout, and storytelling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Fluency in Figma and Adobe Creative Cloud\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing for digital marketing, websites, campaigns, and brand systems\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of production-ready design across digital and print\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent communication and presentation skills\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to manage multiple projects and priorities with minimal oversight\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience collaborating cross-functionally with marketers, writers, developers, and other designers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong attention to detail with a high bar for quality and consistency\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable giving and receiving constructive design feedback\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Actively seeks opportunities to refine processes, improve project organization, and make collaboration more effective through thoughtful recommendations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Curious by nature, with a desire to learn about the technical world of networking.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Nice to Have\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience designing for B2B SaaS or developer-focused products\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with design systems and component libraries\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Motion design or animation experience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Illustration or icon design experience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Basic understanding of HTML/CSS and web design constraints\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience supporting experimentation, conversion optimization, or growth marketing initiatives\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working in fast-paced startup or scale-up environments\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience art-directing or mentoring junior designers\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$117,750\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$153,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019623005,"name":"Marketing","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4723940005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449446005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4723940005,"updated_at":"2026-08-19T15:01:31-04:00","requisition_id":"386","title":"Brand Designer","company_name":"Tailscale","first_published":"2026-08-19T14:53:03-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is looking for an experienced Brand Designer to help bring our brand to life across every customer touchpoint. You\u0026#39;ll create thoughtful, high-quality creative that helps people understand our products, builds trust with technical audiences, and supports some of our most important marketing initiatives.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role reports to the Team Lead and partners closely with Brand, Growth, Web, Content, Product Marketing, and Developer Relations. You\u0026#39;ll own projects from concept through execution, contribute to the evolution of our design systems, and help us scale creative output without sacrificing quality.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re looking for someone who cares deeply about craft, thrives in collaborative environments but is able to work autonomously while requiring minimal direction, and enjoys solving complex communication problems through thoughtful design.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own brand design projects from creative brief through final delivery with limited guidance\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Design high-quality creative assets across web, campaigns, events, social media, presentations, product marketing, and internal communications\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Apply and thoughtfully extend Tailscale\u0026#39;s visual identity across new formats and channels\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Create reusable templates, design systems, and creative processes that improve consistency and efficiency\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner closely with Growth, Web, Product Marketing, Content, and Developer Relations to deliver cohesive customer experiences\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Present design concepts and rationale to stakeholders and thoughtfully incorporate feedback\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Balance multiple projects while consistently delivering polished, production-ready work\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Contribute ideas that improve the quality, scalability, and effectiveness of our creative work\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;3+ years of professional experience in brand, marketing, or visual design\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong portfolio demonstrating exceptional design foundations: color theory, accessibility, typography, layout, and storytelling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Fluency in Figma and Adobe Creative Cloud\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing for digital marketing, websites, campaigns, and brand systems\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of production-ready design across digital and print\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent communication and presentation skills\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to manage multiple projects and priorities with minimal oversight\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience collaborating cross-functionally with marketers, writers, developers, and other designers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong attention to detail with a high bar for quality and consistency\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable giving and receiving constructive design feedback\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Actively seeks opportunities to refine processes, improve project organization, and make collaboration more effective through thoughtful recommendations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Curious by nature, with a desire to learn about the technical world of networking.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Nice to Have\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience designing for B2B SaaS or developer-focused products\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with design systems and component libraries\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Motion design or animation experience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Illustration or icon design experience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Basic understanding of HTML/CSS and web design constraints\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience supporting experimentation, conversion optimization, or growth marketing initiatives\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working in fast-paced startup or scale-up environments\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience art-directing or mentoring junior designers\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$163,480\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$205,020 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019623005,"name":"Marketing","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4715169005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4445032005,"location":{"name":"Hybrid (Denver, Colorado, United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4715169005,"updated_at":"2026-08-07T10:26:07-04:00","requisition_id":"EVG-CAE","title":"Customer Account Executive ","company_name":"Tailscale","first_published":"2026-07-14T14:31:08-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Join our rapidly growing Sales team where you will play an important role at one of the fastest growing companies in the Developer Security space.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;As a Customer Account Executive, you will be responsible for helping expand and renew current customer accounts. You will focus on finding additional use cases, educating the client base on new feature releases, and ensuring the successful adoption of Tailscale across all of your existing customer accounts. You will partner closely with the Solutions Engineering team, as well as collaborate with the Customer Success, Support, Marketing, and Product teams.\u0026amp;nbsp;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re an energetic company with a wide variety of backgrounds. We coach each other, share feedback, and collaborate to maximize our performance and earning potential, all the while aligning with our customers\u0026#39; needs.\u0026amp;nbsp;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Become an expert in how Tailscale helps our customers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build a credible pipeline every quarter by engaging with clients on upsells and renewals.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own an upsell and renewal number across your accounts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Help educate customers on the value of Tailscale throughout the evaluation \u0026amp;amp; adoption cycle.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Generate short-term results while maintaining annual pipeline coverage.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide accurate weekly forecasting \u0026amp;amp; revenue delivery.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Create mutual action/success plans with prospective and existing customers where appropriate to help them evaluate and expand their usage of the Tailscale product.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Participation in video-recorded customer meetings is a core part of this role. Recordings are used for training, collaboration, and quality improvement.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Up to 1 year of quota-carrying or closing experience, in an AE or an AM role\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A strong desire to join a high-growth software startup in a fully remote role\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Has sold developer and/or technical products, especially in a product-led growth (PLG) motion\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience presenting to senior managers and executives\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;The ability to manage many opportunities simultaneously at various stages,\u0026amp;nbsp; coupled with a strong track record of meeting and exceeding quota\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience using Gong, or similar, to collaborate internally and manage pipeline\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience partnering with a Sales Engineering team, support, and customer success team to drive positive outcomes for clients\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proactive from lead to close - if this opportunity really excites you, please don’t just apply on the website. Find the hiring manager, prospect thoughtfully, and tell us why you’re the best candidate for this position.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;This role is based in Denver and is hybrid required (3 days/week in-office).\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$100,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$125,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4053187005,"name":"Hybrid (Denver)","location":"Denver, Colorado, United States","child_ids":[],"parent_id":null},{"id":4053580005,"name":"Hybrid (Toronto)","location":"Toronto, Ontario, Canada","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4716226005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4445544005,"location":{"name":"Remote (United Kingdom)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4716226005,"updated_at":"2026-07-30T11:24:05-04:00","requisition_id":"EVG-SrCSUP-UK","title":"Customer Reliability Engineer","company_name":"Tailscale","first_published":"2026-07-17T10:02:42-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;If you\u0026#39;re passionate about solving complex technical problems and helping build trust between customers and engineering, this is the role for you. We\u0026#39;re seeking a motivated Customer Reliability Engineer to join our team. You\u0026#39;ll take ownership of our most complex, ambiguous customer escalations, solving issues where the root cause is not always obvious. You will work these issues to resolution or alternatively a fully-documented handoff that engineering can act on without delay.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;As a Customer Reliability Engineer, you\u0026#39;ll partner closely with the Customer Success Team, Support Team, and Product/Engineering to close the gap between \u0026quot;customer has described a problem\u0026quot; and \u0026quot;engineering has what it needs to fix it.\u0026quot; This role reports directly to the Customer Reliability Engineer Team Lead.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own high-severity, post-sales technical escalations from intake through resolution or engineering handoff. This includes deep-dive investigations and reproduction of difficult-to-isolate bugs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Get on calls with customers, pull logs, and communicate with the customer about leading theories.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build engineering handoff packages that require minimal follow-up questions: reproducible case, log evidence (timestamps, node IDs), version matrix, impact scope, what\u0026#39;s already been ruled out, and a proposed engineering team to own the fix.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;File and track issues for confirmed bugs, keeping the ticket/issue link intact so engineering retains full customer context.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Monitor for patterns across escalations to catch recurring or systemic issues early; translate what you learn into product improvements, tooling, and runbooks that raise the technical bar for the whole Support org.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with Support, CSE, and Product/Eng, while staying within this team\u0026#39;s scope.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;4+ years in a technical support or escalation role at a SaaS or infrastructure company, with demonstrated ownership of escalated/enterprise-tier accounts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A genuine problem-solver who gets energy from untangling hard, ambiguous technical issues\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable owning a live, high-stakes customer call: staying calm, building trust, and communicating clearly with a frustrated or technical customer under pressure.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on networking experience in production or homelab environments: TCP/IP, routing, DNS, firewalls, NAT, VPNs, load balancers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep familiarity with overlay networking concepts — WireGuard, UDP hole punching, STUN — and comparable VPN/networking products.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Code-level debugging capability: can read Go source, reason about goroutines/locks/channels, read pprof CPU/heap profiles, and understand network interface semantics.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable with infrastructure concepts: cloud IaaS, CI/CD pipelines, containerized applications, and Kubernetes debugging.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong systems administration skills as well as troubleshooting across Linux, macOS, and Windows.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Track record of independently building reproducible test cases and clear, evidence-backed bug reports engineering can act on directly.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong technical storytelling: able to distill highly technical, ambiguous issues into clear narratives for both engineers and non-technical stakeholders.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Investigative mindset; curious to analyze root cause, and evaluate all options to get customers to the best solution\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency with programming/scripting in Go, Python, JSON\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with packet-level analysis\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;UK Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;£90,850\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;£113,760 GBP\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039044005,"name":"Customer Support","child_ids":[4134423005],"parent_id":null}],"offices":[{"id":4015351005,"name":"Remote (United Kingdom)","location":"United Kingdom","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4715148005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4445021005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4715148005,"updated_at":"2026-07-30T11:23:20-04:00","requisition_id":"EVG-SrCSUP-NAMER","title":"Customer Reliability Engineer","company_name":"Tailscale","first_published":"2026-07-14T15:14:00-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;If you\u0026#39;re passionate about solving complex technical problems and helping build trust between customers and engineering, this is the role for you. We\u0026#39;re seeking a motivated Customer Reliability Engineer to join our team. You\u0026#39;ll take ownership of our most complex, ambiguous customer escalations, solving issues where the root cause is not always obvious. You will work these issues to resolution or alternatively a fully-documented handoff that engineering can act on without delay.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;As a Customer Reliability Engineer, you\u0026#39;ll partner closely with the Customer Success Team, Support Team, and Product/Engineering to close the gap between \u0026quot;customer has described a problem\u0026quot; and \u0026quot;engineering has what it needs to fix it.\u0026quot; This role reports directly to the Customer Reliability Engineer Team Lead.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own high-severity, post-sales technical escalations from intake through resolution or engineering handoff. This includes deep-dive investigations and reproduction of difficult-to-isolate bugs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Get on calls with customers, pull logs, and communicate with the customer about leading theories.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build engineering handoff packages that require minimal follow-up questions: reproducible case, log evidence (timestamps, node IDs), version matrix, impact scope, what\u0026#39;s already been ruled out, and a proposed engineering team to own the fix.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;File and track issues for confirmed bugs, keeping the ticket/issue link intact so engineering retains full customer context.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Monitor for patterns across escalations to catch recurring or systemic issues early; translate what you learn into product improvements, tooling, and runbooks that raise the technical bar for the whole Support org.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with Support, CSE, and Product/Eng, while staying within this team\u0026#39;s scope.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;4+ years in a technical support or escalation role at a SaaS or infrastructure company, with demonstrated ownership of escalated/enterprise-tier accounts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A genuine problem-solver who gets energy from untangling hard, ambiguous technical issues\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable owning a live, high-stakes customer call: staying calm, building trust, and communicating clearly with a frustrated or technical customer under pressure.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on networking experience in production or homelab environments: TCP/IP, routing, DNS, firewalls, NAT, VPNs, load balancers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep familiarity with overlay networking concepts — WireGuard, UDP hole punching, STUN — and comparable VPN/networking products.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Code-level debugging capability: can read Go source, reason about goroutines/locks/channels, read pprof CPU/heap profiles, and understand network interface semantics.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable with infrastructure concepts: cloud IaaS, CI/CD pipelines, containerized applications, and Kubernetes debugging.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong systems administration skills as well as troubleshooting across Linux, macOS, and Windows.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Track record of independently building reproducible test cases and clear, evidence-backed bug reports engineering can act on directly.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong technical storytelling: able to distill highly technical, ambiguous issues into clear narratives for both engineers and non-technical stakeholders.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Investigative mindset; curious to analyze root cause, and evaluate all options to get customers to the best solution\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency with programming/scripting in Go, Python, JSON\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with packet-level analysis\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$154,100\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$192,960 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039044005,"name":"Customer Support","child_ids":[4134423005],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4715160005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4445021005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4715160005,"updated_at":"2026-07-30T11:23:30-04:00","requisition_id":"EVG-SrCSUP-NAMER","title":"Customer Reliability Engineer","company_name":"Tailscale","first_published":"2026-07-14T15:14:01-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;If you\u0026#39;re passionate about solving complex technical problems and helping build trust between customers and engineering, this is the role for you. We\u0026#39;re seeking a motivated Customer Reliability Engineer to join our team. You\u0026#39;ll take ownership of our most complex, ambiguous customer escalations, solving issues where the root cause is not always obvious. You will work these issues to resolution or alternatively a fully-documented handoff that engineering can act on without delay.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;As a Customer Reliability Engineer, you\u0026#39;ll partner closely with the Customer Success Team, Support Team, and Product/Engineering to close the gap between \u0026quot;customer has described a problem\u0026quot; and \u0026quot;engineering has what it needs to fix it.\u0026quot; This role reports directly to the Customer Reliability Engineer Team Lead.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own high-severity, post-sales technical escalations from intake through resolution or engineering handoff. This includes deep-dive investigations and reproduction of difficult-to-isolate bugs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Get on calls with customers, pull logs, and communicate with the customer about leading theories.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build engineering handoff packages that require minimal follow-up questions: reproducible case, log evidence (timestamps, node IDs), version matrix, impact scope, what\u0026#39;s already been ruled out, and a proposed engineering team to own the fix.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;File and track issues for confirmed bugs, keeping the ticket/issue link intact so engineering retains full customer context.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Monitor for patterns across escalations to catch recurring or systemic issues early; translate what you learn into product improvements, tooling, and runbooks that raise the technical bar for the whole Support org.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with Support, CSE, and Product/Eng, while staying within this team\u0026#39;s scope.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;4+ years in a technical support or escalation role at a SaaS or infrastructure company, with demonstrated ownership of escalated/enterprise-tier accounts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A genuine problem-solver who gets energy from untangling hard, ambiguous technical issues\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable owning a live, high-stakes customer call: staying calm, building trust, and communicating clearly with a frustrated or technical customer under pressure.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on networking experience in production or homelab environments: TCP/IP, routing, DNS, firewalls, NAT, VPNs, load balancers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep familiarity with overlay networking concepts — WireGuard, UDP hole punching, STUN — and comparable VPN/networking products.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Code-level debugging capability: can read Go source, reason about goroutines/locks/channels, read pprof CPU/heap profiles, and understand network interface semantics.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable with infrastructure concepts: cloud IaaS, CI/CD pipelines, containerized applications, and Kubernetes debugging.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong systems administration skills as well as troubleshooting across Linux, macOS, and Windows.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Track record of independently building reproducible test cases and clear, evidence-backed bug reports engineering can act on directly.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong technical storytelling: able to distill highly technical, ambiguous issues into clear narratives for both engineers and non-technical stakeholders.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Investigative mindset; curious to analyze root cause, and evaluate all options to get customers to the best solution\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency with programming/scripting in Go, Python, JSON\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with packet-level analysis\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$115,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$144,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039044005,"name":"Customer Support","child_ids":[4134423005],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4724309005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449639005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4724309005,"updated_at":"2026-08-19T11:21:22-04:00","requisition_id":"EVG-JrCSUP-NAMER","title":"Customer Support Engineer (Tier 1)","company_name":"Tailscale","first_published":"2026-08-19T11:21:22-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;If you’re passionate about solving technical issues and providing high-quality support to a diverse community of users, this is the role for you. We’re seeking a motivated \u0026lt;strong\u0026gt;Support Engineer (Tier 1)\u0026lt;/strong\u0026gt; to join our growing team of support professionals. You will serve as the face of the company for a large portion of our community, handling a broad range of tickets that will help flex your technical muscles.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;As a Tier 1 engineer, you’ll be part of a distributed team focused on delivering excellent support and proactively solving friction by partnering with our broader CX team and Product/Eng. This role reports directly to the Tier 1 Support Team Lead and will play a key role in our journey.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Act as the primary technical resource for less complex issues, resolving a wide range of configuration and networking challenges to keep them unblocked.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage a high-velocity ticket queue with a consistent focus on meeting targets for time to first response and time to resolution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Drive positive user outcomes and maintain high CSAT scores by providing clear, helpful, and accurate technical guidance.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Balance a high volume of daily ticket replies while maintaining the technical depth required to troubleshoot complex networking issues.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner cross-functionally to identify recurring friction points and advocate for improvements to the user experience.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Display a natural tinkerer’s mindset and a deep curiosity for how things work, likely demonstrated through personal projects, homelabs, or open-source contributions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Demonstrate a foundational understanding of networking fundamentals, including DNS, IP addressing, firewalls, and routing.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Show proficiency in troubleshooting across multiple operating systems such as macOS, Windows, Linux, and mobile OS’s.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Some familiarity with Jira and Slack to manage internal workflows and communicate effectively with the team and customers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Exhibit excellent written communication skills, with the ability to explain complex technical concepts with empathy and clarity.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain a proactive approach to learning new technologies and staying current with evolving infra tools.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$63,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$99,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039044005,"name":"Customer Support","child_ids":[4134423005],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4724314005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449643005,"location":{"name":"Remote (United Kingdom)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4724314005,"updated_at":"2026-08-19T11:42:16-04:00","requisition_id":"EVG-JrCSUP-UK","title":"Customer Support Engineer (Tier 1)","company_name":"Tailscale","first_published":"2026-08-19T11:42:16-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;If you’re passionate about solving technical issues and providing high-quality support to a diverse community of users, this is the role for you. We’re seeking a motivated \u0026lt;strong\u0026gt;Support Engineer (Tier 1)\u0026lt;/strong\u0026gt; to join our growing team of support professionals. You will serve as the face of the company for a large portion of our community, handling a broad range of tickets that will help flex your technical muscles.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;As a Tier 1 engineer, you’ll be part of a distributed team focused on delivering excellent support and proactively solving friction by partnering with our broader CX team and Product/Eng. This role reports directly to the Tier 1 Support Team Lead and will play a key role in our journey.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Act as the primary technical resource for less complex issues, resolving a wide range of configuration and networking challenges to keep them unblocked.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage a high-velocity ticket queue with a consistent focus on meeting targets for time to first response and time to resolution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Drive positive user outcomes and maintain high CSAT scores by providing clear, helpful, and accurate technical guidance.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Balance a high volume of daily ticket replies while maintaining the technical depth required to troubleshoot complex networking issues.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner cross-functionally to identify recurring friction points and advocate for improvements to the user experience.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Display a natural tinkerer’s mindset and a deep curiosity for how things work, likely demonstrated through personal projects, homelabs, or open-source contributions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Demonstrate a foundational understanding of networking fundamentals, including DNS, IP addressing, firewalls, and routing.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Show proficiency in troubleshooting across multiple operating systems such as macOS, Windows, Linux, and mobile OS’s.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Some familiarity with Jira and Slack to manage internal workflows and communicate effectively with the team and customers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Exhibit excellent written communication skills, with the ability to explain complex technical concepts with empathy and clarity.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain a proactive approach to learning new technologies and staying current with evolving infra tools.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;UK Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;£49,770\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;£78,210 GBP\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039044005,"name":"Customer Support","child_ids":[4134423005],"parent_id":null}],"offices":[{"id":4015351005,"name":"Remote (United Kingdom)","location":"United Kingdom","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4724307005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449639005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4724307005,"updated_at":"2026-08-19T11:21:21-04:00","requisition_id":"EVG-JrCSUP-NAMER","title":"Customer Support Engineer (Tier 1)","company_name":"Tailscale","first_published":"2026-08-19T11:21:21-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;If you’re passionate about solving technical issues and providing high-quality support to a diverse community of users, this is the role for you. We’re seeking a motivated \u0026lt;strong\u0026gt;Support Engineer (Tier 1)\u0026lt;/strong\u0026gt; to join our growing team of support professionals. You will serve as the face of the company for a large portion of our community, handling a broad range of tickets that will help flex your technical muscles.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;As a Tier 1 engineer, you’ll be part of a distributed team focused on delivering excellent support and proactively solving friction by partnering with our broader CX team and Product/Eng. This role reports directly to the Tier 1 Support Team Lead and will play a key role in our journey.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Act as the primary technical resource for less complex issues, resolving a wide range of configuration and networking challenges to keep them unblocked.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage a high-velocity ticket queue with a consistent focus on meeting targets for time to first response and time to resolution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Drive positive user outcomes and maintain high CSAT scores by providing clear, helpful, and accurate technical guidance.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Balance a high volume of daily ticket replies while maintaining the technical depth required to troubleshoot complex networking issues.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner cross-functionally to identify recurring friction points and advocate for improvements to the user experience.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Display a natural tinkerer’s mindset and a deep curiosity for how things work, likely demonstrated through personal projects, homelabs, or open-source contributions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Demonstrate a foundational understanding of networking fundamentals, including DNS, IP addressing, firewalls, and routing.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Show proficiency in troubleshooting across multiple operating systems such as macOS, Windows, Linux, and mobile OS’s.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Some familiarity with Jira and Slack to manage internal workflows and communicate effectively with the team and customers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Exhibit excellent written communication skills, with the ability to explain complex technical concepts with empathy and clarity.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain a proactive approach to learning new technologies and staying current with evolving infra tools.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$84,420\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$132,660 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039044005,"name":"Customer Support","child_ids":[4134423005],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4709826005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4442652005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4709826005,"updated_at":"2026-08-19T12:06:50-04:00","requisition_id":"EVG-CSUP-NAMER","title":"Customer Support Engineer (Tier 2)","company_name":"Tailscale","first_published":"2026-06-26T15:41:59-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;If you’re passionate about solving technical issues and providing high-quality support to a diverse community of users, this is the role for you. We’re seeking a motivated \u0026lt;strong\u0026gt;Support Engineer (Tier 2)\u0026lt;/strong\u0026gt; to join our growing team of support professionals. You will serve as the face of the company for teams and companies using Tailscale, handling a broad range of tickets that will help flex your technical muscles.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;As a Tier 2 engineer, you’ll be part of a distributed team focused on delivering excellent support to our customers and proactively solving friction by partnering with our broader CX team and Product/Eng. This role reports directly to the Support Team Lead and will play a key role in our journey.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Serve as the primary escalation point for technically complex tickets raised by paying customers, taking full ownership through to resolution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Diagnose and troubleshoot advanced Tailscale-specific issues like ACL misconfigurations, subnet routing/exit node configurations, and integration with identity providers (e.g. Okta, Azure AD).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage a ticket queue with a consistent focus on SLA adherence, ensuring timely first responses and resolutions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Drive positive user outcomes and maintain high CSAT scores by providing clear, helpful, and accurate technical guidance.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Balance a high volume of daily ticket replies while maintaining the technical depth required to troubleshoot complex networking issues.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner cross-functionally to identify recurring friction points and advocate for improvements to the user experience.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own escalations of technically complex tickets from Tier 1, including those originating from free-tier users, ensuring issues beyond Tier 1\u0026#39;s scope are resolved efficiently and thoroughly.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Mentor and support Tier 1 colleagues through ticket reviews, escalation guidance, and documentation contributions.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;4+ years of experience in a technical support role within a SaaS company, with demonstrated experience handling escalated or enterprise-tier accounts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on familiarity with Tailscale or comparable networking/VPN products (i.e. WireGuard, traditional VPNs) strongly preferred.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Display a natural tinkerer’s mindset and a deep curiosity for how things work, likely demonstrated through personal projects, homelabs, or open-source contributions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong working knowledge of networking fundamentals - TCP/IP, DNS, subnetting, firewalls, NAT traversal, and routing - with the ability to apply this knowledge to real-world troubleshooting scenarios.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Show proficiency in troubleshooting across multiple operating systems such as macOS, Windows, Linux, and mobile platforms.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working with identity providers and SSO integrations (e.g. Okta, Google Workspace, Azure AD) as they relate to device or user authentication.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Basic experience troubleshooting Kubernetes environments, including familiarity with pod networking, namespaces, and common CLI tools such as kubectl.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with log analysis and CLI-based diagnostic tools to independently investigate issues before escalating.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written communication skills, with the ability to explain complex technical concepts with empathy and clarity.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with Jira and Slack to manage internal workflows and collaborate effectively across distributed teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain a proactive approach to learning new technologies and staying current with evolving infra tools.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$129,980\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$162,140 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039044005,"name":"Customer Support","child_ids":[4134423005],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4709946005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4442652005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4709946005,"updated_at":"2026-08-19T12:06:56-04:00","requisition_id":"EVG-CSUP-NAMER","title":"Customer Support Engineer (Tier 2)","company_name":"Tailscale","first_published":"2026-06-26T15:42:00-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;If you’re passionate about solving technical issues and providing high-quality support to a diverse community of users, this is the role for you. We’re seeking a motivated \u0026lt;strong\u0026gt;Support Engineer (Tier 2)\u0026lt;/strong\u0026gt; to join our growing team of support professionals. You will serve as the face of the company for teams and companies using Tailscale, handling a broad range of tickets that will help flex your technical muscles.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;As a Tier 2 engineer, you’ll be part of a distributed team focused on delivering excellent support to our customers and proactively solving friction by partnering with our broader CX team and Product/Eng. This role reports directly to the Support Team Lead and will play a key role in our journey.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Serve as the primary escalation point for technically complex tickets raised by paying customers, taking full ownership through to resolution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Diagnose and troubleshoot advanced Tailscale-specific issues like ACL misconfigurations, subnet routing/exit node configurations, and integration with identity providers (e.g. Okta, Azure AD).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage a ticket queue with a consistent focus on SLA adherence, ensuring timely first responses and resolutions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Drive positive user outcomes and maintain high CSAT scores by providing clear, helpful, and accurate technical guidance.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Balance a high volume of daily ticket replies while maintaining the technical depth required to troubleshoot complex networking issues.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner cross-functionally to identify recurring friction points and advocate for improvements to the user experience.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own escalations of technically complex tickets from Tier 1, including those originating from free-tier users, ensuring issues beyond Tier 1\u0026#39;s scope are resolved efficiently and thoroughly.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Mentor and support Tier 1 colleagues through ticket reviews, escalation guidance, and documentation contributions.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;4+ years of experience in a technical support role within a SaaS company, with demonstrated experience handling escalated or enterprise-tier accounts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on familiarity with Tailscale or comparable networking/VPN products (i.e. WireGuard, traditional VPNs) strongly preferred.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Display a natural tinkerer’s mindset and a deep curiosity for how things work, likely demonstrated through personal projects, homelabs, or open-source contributions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong working knowledge of networking fundamentals - TCP/IP, DNS, subnetting, firewalls, NAT traversal, and routing - with the ability to apply this knowledge to real-world troubleshooting scenarios.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Show proficiency in troubleshooting across multiple operating systems such as macOS, Windows, Linux, and mobile platforms.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working with identity providers and SSO integrations (e.g. Okta, Google Workspace, Azure AD) as they relate to device or user authentication.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Basic experience troubleshooting Kubernetes environments, including familiarity with pod networking, namespaces, and common CLI tools such as kubectl.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with log analysis and CLI-based diagnostic tools to independently investigate issues before escalating.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written communication skills, with the ability to explain complex technical concepts with empathy and clarity.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with Jira and Slack to manage internal workflows and collaborate effectively across distributed teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain a proactive approach to learning new technologies and staying current with evolving infra tools.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$97,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$121,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039044005,"name":"Customer Support","child_ids":[4134423005],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4719580005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4447228005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4719580005,"updated_at":"2026-07-31T19:18:02-04:00","requisition_id":"371","title":"Engineering Manager, Control Plane","company_name":"Tailscale","first_published":"2026-07-29T14:52:12-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a talented and motivated full-time Software Engineering Manager to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Provide guidance, mentorship, and career development for a team of software engineers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Contribute toward the success of our Product organization which includes Engineering, Product Management, and Design. We operate in Pods of 2-4 engineers plus a Product Manager and Designer, and each Engineering Manager handles 2-3 such Pods.\u0026lt;br\u0026gt;Pods work across the codebase to implement features, address shortcomings, and answer customer requests.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide technical direction in projects as needed, as well as growing the technical leadership capabilities of the engineers reporting to you.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Help in growing the organization: interviewing and recruiting, guiding the development of the engineering culture, developing processes as we grow.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience as a people manager: we are not yet at a size and level of maturity as an engineering org to provide the training and support for someone new in the management role.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Achieve significant business outcomes through cross-functional collaboration with product managers, data scientists, and designers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Help your team to improve their performance, the quality of their work; make major design decisions\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hire, nurture, and oversee a team of engineers while fostering an atmosphere of psychological well-being, embracing diversity and promoting inclusion.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead a team responsible for managing a critical production service, including operational concerns (monitoring, alerting, on call, etc)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage healthy conflict by moderating design discussions and cultivating a positive culture of feedback with candor and kindness\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with interdisciplinary teams across the organization to complete complex projects spanning multiple technical domains\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Drive planning across multiple time horizons, from immediate tactical needs to long-term strategic direction.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Demonstrated leadership with substantial experience in managing and mentoring Engineering teams, including performance evaluations, career development, and fostering a collaborative work environment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Background building and operating production services with high availability and performance targets.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Expertise managing on call rotations and incident response\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A highly technical manager, able to independently evaluate complex technical tradeoffs in design conversations while leaning on experts in the team for design and implementation\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience developing in Go, used for much of the system\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback, as well as work independently\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$276,040\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$344,380 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4719601005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4447228005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4719601005,"updated_at":"2026-07-31T19:18:14-04:00","requisition_id":"371","title":"Engineering Manager, Control Plane","company_name":"Tailscale","first_published":"2026-07-29T14:52:14-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a talented and motivated full-time Software Engineering Manager to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Provide guidance, mentorship, and career development for a team of software engineers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Contribute toward the success of our Product organization which includes Engineering, Product Management, and Design. We operate in Pods of 2-4 engineers plus a Product Manager and Designer, and each Engineering Manager handles 2-3 such Pods.\u0026lt;br\u0026gt;Pods work across the codebase to implement features, address shortcomings, and answer customer requests.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide technical direction in projects as needed, as well as growing the technical leadership capabilities of the engineers reporting to you.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Help in growing the organization: interviewing and recruiting, guiding the development of the engineering culture, developing processes as we grow.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience as a people manager: we are not yet at a size and level of maturity as an engineering org to provide the training and support for someone new in the management role.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Achieve significant business outcomes through cross-functional collaboration with product managers, data scientists, and designers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Help your team to improve their performance, the quality of their work; make major design decisions\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hire, nurture, and oversee a team of engineers while fostering an atmosphere of psychological well-being, embracing diversity and promoting inclusion.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead a team responsible for managing a critical production service, including operational concerns (monitoring, alerting, on call, etc)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage healthy conflict by moderating design discussions and cultivating a positive culture of feedback with candor and kindness\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with interdisciplinary teams across the organization to complete complex projects spanning multiple technical domains\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Drive planning across multiple time horizons, from immediate tactical needs to long-term strategic direction.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Demonstrated leadership with substantial experience in managing and mentoring Engineering teams, including performance evaluations, career development, and fostering a collaborative work environment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Background building and operating production services with high availability and performance targets.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Expertise managing on call rotations and incident response\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A highly technical manager, able to independently evaluate complex technical tradeoffs in design conversations while leaning on experts in the team for design and implementation\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience developing in Go, used for much of the system\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback, as well as work independently\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$206,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$257,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4717856005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4446378005,"location":{"name":"Hybrid (San Francisco, California, United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4717856005,"updated_at":"2026-07-30T11:29:53-04:00","requisition_id":"366","title":"Events \u0026 Remote Experience Manager","company_name":"Tailscale","first_published":"2026-07-24T11:53:08-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;As a highly distributed team, our culture, our recognition, and our sense of being one team don’t happen by default - they take varied, intentional work to build. That’s what this role exists to own: every internal event we run, from the company-wide offsite to team offsites, recurring virtual gatherings, and all the moments in between that make remote and hybrid work feel connected.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re looking for a full-time internal Events and Remote Experience Manager to own this end to end, including our rewards and recognition programs, so employees feel seen and celebrated no matter where they sit. You’ll own the planning and execution and be the one who makes sure it comes together seamlessly, acting as the architect of our internal culture calendar and partnering closely with People, Finance, and team leads to deliver experiences that are well-run, on budget, and genuinely valued. You\u0026#39;ll also own our coworking and physical space relationships - making sure the spaces where our team gathers, in person or shared, actually work for how we operate.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re a high-growth startup, so there\u0026#39;s no existing playbook handed to you. You\u0026#39;ll build the processes as you go, and they\u0026#39;ll need to flex as the company changes shape under you. If you care about getting the details right, can hold a budget and a vendor relationship at the same time, and want to see a direct line between your work and how it feels to work here, we want to hear from you.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Planning and running the company-wide offsite - venue, logistics, budget, agenda, and the on-site execution itself.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Planning team-level events and offsites with team leads, balancing what each team wants against overall budget and timeline.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Running a regular cadence of virtual events that actually keep a distributed team feeling like one team.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Managing relationships with coworking providers and physical space vendors, including renewals, capacity planning, and day-to-day issues as they come up.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Acting as the point person for in-office or coworking space needs - desk capacity, meeting room access, badge/access logistics - so teams can just show up and work.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Evaluating and recommending new coworking locations as the team grows or shifts geographically.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Owning rewards and recognition end to end, from the platform itself to nominations and the moments that make people feel seen.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Improving the remote and hybrid experience generally - swag, onboarding touches, the small rituals that matter when you rarely see the office.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Sourcing, negotiating with, and managing vendors: venues, caterers, travel, AV, swag, event platforms.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Owning event budgets from the forecast through reconciliation, and flagging variances before they become a problem.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Handling the full logistics chain - invites, RSVPs, travel, run-of-show docs, day-of execution, wrap-up - so nothing falls through the cracks.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collecting feedback after every event and actually using it to make the next one better.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Traveling as needed to support offsites and in-person events (roughly 10–25% of the time).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;7+ years running events at a high-growth tech company as the primary owner (not supporting)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A track record of planning and executing in-person, virtual, and hybrid events, including multi-day offsites from 10-450+ humans\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience managing a physical workspace or coworking relationship - lease terms, vendor SLAs, or day-to-day space operations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience negotiating and managing vendor relationships, and knowing what good looks like before you sign\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong budget management skills - forecasting, tracking spend, and staying inside the number you committed to\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong organizational instincts and the ability to run several events and programs at once without dropping a thread\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A level head when something goes wrong on-site, because something always does\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Clear written \u0026amp;amp; verbal communication and presentation skills - you\u0026#39;ll be coordinating across teams and levels constantly, as be the face of our events.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Willingness and ability to travel roughly 10–25% of the time\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;SF Bay Area in-office time required \u0026lt;span style=\u0026quot;color: rgb(255, 255, 255);\u0026quot;\u0026gt;#LI-Hybrid\u0026lt;/span\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with workplace/facilities platforms (Envoy, Robin, OfficeSpace, or similar) for space and access management\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience running a rewards and recognition program or platform (Bonusly, Nectar, Motivosity, or similar)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable with tools like Asana, Notion, or Airtable for keeping events organized\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing programs specifically for a distributed or fully-remote team\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A background in hospitality, production, or venue operations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;An eye for photography or video, useful for capturing events as they happen\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience measuring whether an event or program actually worked - surveys, attendance data, that kind of thing\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$118,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$166,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4037251005,"name":"People \u0026 Talent","child_ids":[],"parent_id":null}],"offices":[{"id":4065773005,"name":"Hybrid (San Francisco)","location":"San Francisco, California, United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4724854005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449873005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4724854005,"updated_at":"2026-08-18T11:34:06-04:00","requisition_id":"EVG-CSP-FDE","title":"Forward Deployed Engineer","company_name":"Tailscale","first_published":"2026-08-17T14:13:02-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;As a Forward Deployed Engineer at Tailscale, you’ll be the bridge between our technical capabilities and the needs of our most strategic customers. You will work directly with customers to ensure their success with Tailscale’s products, helping them get onboarded, driving their long-term adoption, and providing expert technical guidance throughout their journey. This role requires a combination of technical proficiency, problem-solving skills, and an empathetic customer-centric approach to ensure customers are fully empowered to leverage the power of Tailscale. The role will report directly to the Team Lead, Customer Success Engineers.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Lead and manage the onboarding process for new strategic customers, ensuring they quickly understand and adopt Tailscale. Provide training and resources that set customers up for long-term success.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Offer technical support for customers, diagnosing and resolving issues across Tailscale\u0026#39;s platform. Assist with configuration, integration, and troubleshooting to ensure smooth implementation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Conduct QBRs with customers to review usage, success metrics, and future goals. Use these touchpoints to identify opportunities for deeper engagement and horizontal expansion.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build strong relationships with customers, acting as a trusted advisor. Help customers optimize their use of Tailscale by identifying best practices, and by providing recommendations based on their specific use cases and desired business outcomes.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Serve as the voice of the customer internally, relaying feedback and insights to the product and engineering teams to help improve the product and the customer experience.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with sales, product, engineering, and support teams to ensure smooth handoffs, escalate critical issues, and drive customer success across the organization.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop and maintain a repository of technical documentation, FAQs, and guides to help customers self-serve. Share insights and best practices with both the customer and internal teams.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;6+ Years in a technical role with minimum 2 years of customer-facing experience (Solutions engineer/architect, Sr. Support Engineer, etc.)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working with enterprise customers in a consultative capacity\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of networking, VPNs, and security principles. Experience with cloud infrastructure (AWS, GCP, Azure) and tools like Docker, Kubernetes, and other DevOps technologies\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Prior experience in a customer-facing technical role such as Technical Support Engineer, Solutions Engineer/architect, or Customer Success Engineer at a SaaS company\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to clearly explain complex technical concepts to a diverse audience, from non-technical stakeholders to engineers. Strong written and verbal communication skills are a must\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Analytical mindset and troubleshooting skills, with the ability to think critically and methodically to resolve complex technical issues\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A passion for delivering excellent customer service and a strong focus on building long-term customer relationships\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to manage multiple customer accounts, prioritize tasks, and keep projects on track. Strong time management and organizational skills are key\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A collaborative mindset and ability to work cross-functionally with product, sales, and engineering teams to deliver customer success\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$201,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$335,000 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4134423005,"name":"Customer Success","child_ids":[],"parent_id":4039044005}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4724897005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449873005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4724897005,"updated_at":"2026-08-18T11:34:16-04:00","requisition_id":"EVG-CSP-FDE","title":"Forward Deployed Engineer","company_name":"Tailscale","first_published":"2026-08-17T14:13:02-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;As a Forward Deployed Engineer at Tailscale, you’ll be the bridge between our technical capabilities and the needs of our most strategic customers. You will work directly with customers to ensure their success with Tailscale’s products, helping them get onboarded, driving their long-term adoption, and providing expert technical guidance throughout their journey. This role requires a combination of technical proficiency, problem-solving skills, and an empathetic customer-centric approach to ensure customers are fully empowered to leverage the power of Tailscale. The role will report directly to the Team Lead, Customer Success Engineers.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Lead and manage the onboarding process for new strategic customers, ensuring they quickly understand and adopt Tailscale. Provide training and resources that set customers up for long-term success.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Offer technical support for customers, diagnosing and resolving issues across Tailscale\u0026#39;s platform. Assist with configuration, integration, and troubleshooting to ensure smooth implementation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Conduct QBRs with customers to review usage, success metrics, and future goals. Use these touchpoints to identify opportunities for deeper engagement and horizontal expansion.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build strong relationships with customers, acting as a trusted advisor. Help customers optimize their use of Tailscale by identifying best practices, and by providing recommendations based on their specific use cases and desired business outcomes.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Serve as the voice of the customer internally, relaying feedback and insights to the product and engineering teams to help improve the product and the customer experience.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with sales, product, engineering, and support teams to ensure smooth handoffs, escalate critical issues, and drive customer success across the organization.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop and maintain a repository of technical documentation, FAQs, and guides to help customers self-serve. Share insights and best practices with both the customer and internal teams.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;6+ Years in a technical role with minimum 2 years of customer-facing experience (Solutions engineer/architect, Sr. Support Engineer, etc.)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working with enterprise customers in a consultative capacity\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of networking, VPNs, and security principles. Experience with cloud infrastructure (AWS, GCP, Azure) and tools like Docker, Kubernetes, and other DevOps technologies\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Prior experience in a customer-facing technical role such as Technical Support Engineer, Solutions Engineer/architect, or Customer Success Engineer at a SaaS company\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to clearly explain complex technical concepts to a diverse audience, from non-technical stakeholders to engineers. Strong written and verbal communication skills are a must\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Analytical mindset and troubleshooting skills, with the ability to think critically and methodically to resolve complex technical issues\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A passion for delivering excellent customer service and a strong focus on building long-term customer relationships\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to manage multiple customer accounts, prioritize tasks, and keep projects on track. Strong time management and organizational skills are key\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A collaborative mindset and ability to work cross-functionally with product, sales, and engineering teams to deliver customer success\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$150,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$250,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4134423005,"name":"Customer Success","child_ids":[],"parent_id":4039044005}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4707457005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4441359005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4707457005,"updated_at":"2026-07-30T11:48:19-04:00","requisition_id":"332","title":"Frontend Engineer","company_name":"Tailscale","first_published":"2026-06-18T11:53:54-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a skilled and diligent full-time Frontend Engineer to join our growing team. You will work as part of our team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own the technical direction and architecture of Tailscale’s next-generation web console\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build frontend infrastructure and platform capabilities that enable multiple Tailscale products to ship within a unified console experience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Bring a special focus to identity-adjacent frontend systems, including authentication, session management, secure cross-origin integrations, and product surfaces that span multiple services\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re a fully remote company building a highly technical product, we’re looking for someone who can move fluidly between product engineering and platform engineering. This role sits at an important intersection of user experience, browser security, developer tooling, and internal platform design. The ability to think strategically, make pragmatic architecture decisions, collaborate across engineering, design, growth, and infrastructure, and help other teams build with confidence is essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Define and drive the frontend architecture for Tailscale’s next-generation console, including application structure, routing, state boundaries, shared abstractions, and long-term maintainability\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Design and maintain cross-origin authentication and session infrastructure between the console and other services, including auth flows, CORS policies, CSRF protections, cookie/session strategies, and support for multiple deployment environments\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and operate a frontend serving platform capable of hosting multiple Tailscale products under a unified development workflow\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish shared infrastructure, conventions, and design patterns that consolidate distinct product experiences into a cohesive console platform\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Create frontend architecture patterns, tooling, and abstractions that enable non-frontend engineers to build accessible, production-quality UI safely and efficiently\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner closely with Product Design to turn complex infrastructure and identity concepts into intuitive user experiences\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with Growth, Design, Product, and other engineering teams on experimentation and iteration, including A/B testing, analytics instrumentation, and feature rollout strategies\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Define and improve frontend testing strategy across the console, including integration testing, end-to-end coverage, local developer ergonomics, and abstractions that reduce testing complexity for product teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work with infrastructure and engineering tooling teams to improve local development workflows, build pipelines, preview deployments, release ergonomics, and operational reliability\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Raise the quality bar for frontend engineering across Tailscale through technical leadership, reviews, mentoring, and clear platform guardrails\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Required participation in our on-call rotation every few weeks, to triage and mitigate incidents\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Deep experience building and operating production React applications at scale\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of web platform fundamentals, including HTTP semantics, browser security boundaries, authentication flows, cookies, storage, CORS, and CSRF\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building internal platforms, frameworks, or shared libraries that enable other teams to ship products with strong guardrails\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience driving a unified console or platform vision across disparate frontend codebases\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong judgment around frontend architecture: knowing when to standardize, when to abstract, and how to keep systems understandable as they grow\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing scalable frontend testing strategies that improve confidence while hiding incidental complexity from product engineers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfort collaborating across disciplines and functions, especially with design, growth, infrastructure, and developer tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong written and verbal communication, including the ability to explain tradeoffs and influence technical direction across teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A high degree of ownership and autonomy, with the ability to identify important problems and drive them through ambiguity\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience designing frontend codebases and tooling optimized for AI-assisted development, including conventions and abstractions that help LLM-based agents produce correct, consistent UI with fewer iterations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with design systems, component libraries, and connecting design tooling to production UI workflows\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with feature flagging, analytics, experimentation systems, and progressive delivery patterns\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working on identity, admin, B2B SaaS, or security-sensitive product surfaces\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$181,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$226,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4707448005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4441359005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4707448005,"updated_at":"2026-07-30T11:48:10-04:00","requisition_id":"332","title":"Frontend Engineer","company_name":"Tailscale","first_published":"2026-06-18T11:53:53-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a skilled and diligent full-time Frontend Engineer to join our growing team. You will work as part of our team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own the technical direction and architecture of Tailscale’s next-generation web console\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build frontend infrastructure and platform capabilities that enable multiple Tailscale products to ship within a unified console experience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Bring a special focus to identity-adjacent frontend systems, including authentication, session management, secure cross-origin integrations, and product surfaces that span multiple services\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re a fully remote company building a highly technical product, we’re looking for someone who can move fluidly between product engineering and platform engineering. This role sits at an important intersection of user experience, browser security, developer tooling, and internal platform design. The ability to think strategically, make pragmatic architecture decisions, collaborate across engineering, design, growth, and infrastructure, and help other teams build with confidence is essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Define and drive the frontend architecture for Tailscale’s next-generation console, including application structure, routing, state boundaries, shared abstractions, and long-term maintainability\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Design and maintain cross-origin authentication and session infrastructure between the console and other services, including auth flows, CORS policies, CSRF protections, cookie/session strategies, and support for multiple deployment environments\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and operate a frontend serving platform capable of hosting multiple Tailscale products under a unified development workflow\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish shared infrastructure, conventions, and design patterns that consolidate distinct product experiences into a cohesive console platform\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Create frontend architecture patterns, tooling, and abstractions that enable non-frontend engineers to build accessible, production-quality UI safely and efficiently\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner closely with Product Design to turn complex infrastructure and identity concepts into intuitive user experiences\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with Growth, Design, Product, and other engineering teams on experimentation and iteration, including A/B testing, analytics instrumentation, and feature rollout strategies\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Define and improve frontend testing strategy across the console, including integration testing, end-to-end coverage, local developer ergonomics, and abstractions that reduce testing complexity for product teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work with infrastructure and engineering tooling teams to improve local development workflows, build pipelines, preview deployments, release ergonomics, and operational reliability\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Raise the quality bar for frontend engineering across Tailscale through technical leadership, reviews, mentoring, and clear platform guardrails\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Required participation in our on-call rotation every few weeks, to triage and mitigate incidents\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Deep experience building and operating production React applications at scale\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of web platform fundamentals, including HTTP semantics, browser security boundaries, authentication flows, cookies, storage, CORS, and CSRF\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building internal platforms, frameworks, or shared libraries that enable other teams to ship products with strong guardrails\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience driving a unified console or platform vision across disparate frontend codebases\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong judgment around frontend architecture: knowing when to standardize, when to abstract, and how to keep systems understandable as they grow\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing scalable frontend testing strategies that improve confidence while hiding incidental complexity from product engineers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfort collaborating across disciplines and functions, especially with design, growth, infrastructure, and developer tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong written and verbal communication, including the ability to explain tradeoffs and influence technical direction across teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A high degree of ownership and autonomy, with the ability to identify important problems and drive them through ambiguity\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience designing frontend codebases and tooling optimized for AI-assisted development, including conventions and abstractions that help LLM-based agents produce correct, consistent UI with fewer iterations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with design systems, component libraries, and connecting design tooling to production UI workflows\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with feature flagging, analytics, experimentation systems, and progressive delivery patterns\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working on identity, admin, B2B SaaS, or security-sensitive product surfaces\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$242,540\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$302,840 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4686399005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4328610005,"location":{"name":"Remote (United Kingdom)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4686399005,"updated_at":"2026-07-30T11:44:08-04:00","requisition_id":"186","title":"Infrastructure Engineer","company_name":"Tailscale","first_published":"2026-04-20T10:36:32-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a skilled and diligent full-time Software Engineer to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Support and enable internal business units through shared engineering services and functionalities, building the tools and processes for those teams to succeed.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build relationships with multiple stakeholders across the organization to understand and meet their needs with projects you\u0026#39;ll own end to end.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work directly with internal customer facing teams to empower their mission and take pride in making their day-to-day lives easier. Work with product engineering to extract the data needed to drive business decisions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Example deliverables in this role might include:\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Improve observability through metrics, alerting, logging and telemetry integration\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Identify and build improvements for Continuous Deployment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Utilize infrastructure as code to make changes in a cloud environment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with other engineering teams to build cross functional infrastructure improvements\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Automate upgrades for managed services and VMs.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully-remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfortably work asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Work as part of a team of engineers to design, build, test, and document core software components.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Exhibit ownership over the running services that comprise Tailscale’s product by building for observability, participating in incident response, and fielding customer support escalations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Analyze and improve efficiency, scalability, and stability of various system resources.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience with CI/CD, secrets management, infrastructure as code, and observability\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with distributed systems\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with operating managed services in a cloud environment (preferably AWS)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with operating Kubernetes in production is a strong plus\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with networks (IP addressing, routing, etc.)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Most of the non-front-end portions of the system are developed in the Go programming language. Experience with Go is a plus.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback, as well as work independently\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written and verbal communication skills\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;UK Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;£128,770\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;£161,160 GBP\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4015351005,"name":"Remote (United Kingdom)","location":"United Kingdom","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4480736005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4328610005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4480736005,"updated_at":"2026-07-30T11:44:00-04:00","requisition_id":"186","title":"Infrastructure Engineer","company_name":"Tailscale","first_published":"2024-10-03T13:49:35-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a skilled and diligent full-time Software Engineer to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Support and enable internal business units through shared engineering services and functionalities, building the tools and processes for those teams to succeed.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build relationships with multiple stakeholders across the organization to understand and meet their needs with projects you\u0026#39;ll own end to end.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work directly with internal customer facing teams to empower their mission and take pride in making their day-to-day lives easier. Work with product engineering to extract the data needed to drive business decisions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Example deliverables in this role might include:\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Improve observability through metrics, alerting, logging and telemetry integration\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Identify and build improvements for Continuous Deployment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Utilize infrastructure as code to make changes in a cloud environment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with other engineering teams to build cross functional infrastructure improvements\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Automate upgrades for managed services and VMs.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully-remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfortably work asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Work as part of a team of engineers to design, build, test, and document core software components.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Exhibit ownership over the running services that comprise Tailscale’s product by building for observability, participating in incident response, and fielding customer support escalations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Analyze and improve efficiency, scalability, and stability of various system resources.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience with CI/CD, secrets management, infrastructure as code, and observability\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with distributed systems\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with operating managed services in a cloud environment (preferably AWS)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with operating Kubernetes in production is a strong plus\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with networks (IP addressing, routing, etc.)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Most of the non-front-end portions of the system are developed in the Go programming language. Experience with Go is a plus.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback, as well as work independently\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written and verbal communication skills\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$181,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$226,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4015351005,"name":"Remote (United Kingdom)","location":"United Kingdom","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4480727005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4328610005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4480727005,"updated_at":"2026-07-30T11:43:49-04:00","requisition_id":"186","title":"Infrastructure Engineer","company_name":"Tailscale","first_published":"2024-10-03T13:49:34-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a skilled and diligent full-time Software Engineer to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Support and enable internal business units through shared engineering services and functionalities, building the tools and processes for those teams to succeed.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build relationships with multiple stakeholders across the organization to understand and meet their needs with projects you\u0026#39;ll own end to end.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work directly with internal customer facing teams to empower their mission and take pride in making their day-to-day lives easier. Work with product engineering to extract the data needed to drive business decisions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Example deliverables in this role might include:\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Improve observability through metrics, alerting, logging and telemetry integration\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Identify and build improvements for Continuous Deployment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Utilize infrastructure as code to make changes in a cloud environment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with other engineering teams to build cross functional infrastructure improvements\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Automate upgrades for managed services and VMs.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully-remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfortably work asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Work as part of a team of engineers to design, build, test, and document core software components.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Exhibit ownership over the running services that comprise Tailscale’s product by building for observability, participating in incident response, and fielding customer support escalations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Analyze and improve efficiency, scalability, and stability of various system resources.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience with CI/CD, secrets management, infrastructure as code, and observability\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with distributed systems\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with operating managed services in a cloud environment (preferably AWS)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with operating Kubernetes in production is a strong plus\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with networks (IP addressing, routing, etc.)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Most of the non-front-end portions of the system are developed in the Go programming language. Experience with Go is a plus.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback, as well as work independently\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written and verbal communication skills\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$218,420\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$273,360 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4015351005,"name":"Remote (United Kingdom)","location":"United Kingdom","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4722354005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448628005,"location":{"name":"Hybrid (Toronto, Ontario)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4722354005,"updated_at":"2026-08-12T13:04:23-04:00","requisition_id":"382","title":"Manager, Commercial Expansion","company_name":"Tailscale","first_published":"2026-08-11T14:22:31-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We are looking for a gritty, thoughtful, and curious Sales Manager to lead an Expansion (existing customers) sales team focused on the Commercial segment (\u0026amp;lt;750 employees). The Commercial team balances both a high velocity sales motion (7 to 13 opportunities per month) and occasional large opportunities ($50,000-$100,000+ ACV contracts).\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You will be the first sales leader to build out our new Toronto sales hub. If you are looking for an opportunity to lead from the front and to build a repeatable sales machine from the ground up, this is it.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Become an expert in how Tailscale helps our customers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead a team of account executives from the front - prospecting with the team, leading role plays, unblocking critical opportunities, and traveling to customers to build relationships\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish and refine best practices for pipeline generation, opportunity management, and customer relationship building\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop and coach the team using sales data, performance metrics, and sales enablement\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with marketing, product, sales engineering, and partnership teams to create pipeline and accelerate opportunities\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;1+ years of sales management experience in a B2B SaaS/Software company\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Aptitude for delivering world-class customer experiences: operate with a sense of urgency, exercise curiosity about customers, and strive to add value in your interactions\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written and verbal communication skills\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to manage many activities and tasks simultaneously\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to travel to industry events once a quarter\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;This role is based in Toronto and is hybrid required (3 days/week in-office).\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$265,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$335,000 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4721763005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448320005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4721763005,"updated_at":"2026-08-05T16:28:34-04:00","requisition_id":"EVG-PPMD","title":"Principal Product Manager (Dataplane)","company_name":"Tailscale","first_published":"2026-08-05T16:28:34-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We are seeking a Principal Product Manager to lead Tailscale\u0026#39;s dataplane platform which is the critical layer that carries customer traffic and delivers the promise of \u0026quot;fast, secure, just works.\u0026quot;\u0026amp;nbsp; This position will be responsible for driving forward open source \u0026amp;amp; commercial technology spanning the Tailscale client, DERP, Subnet routers, WireGuard, Exit Nodes, Peer Relays, and App Connectors. See \u0026lt;a href=\u0026quot;https://tailscale.com/blog/how-tailscale-works\u0026quot;\u0026gt;How Tailscale Works\u0026lt;/a\u0026gt; and \u0026lt;a href=\u0026quot;https://tailscale.com/blog/how-nat-traversal-works\u0026quot;\u0026gt;How NAT Traversal Works\u0026lt;/a\u0026gt; to learn more.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale\u0026#39;s growth has significantly expanded the scope and importance of the dataplane. It now carries traffic for over 7 million monthly active devices (and growing rapidly!). Tailscale has quickly moved beyond just a VPN to providing critical engineering and AI infrastructure. Organizations depend not just on Tailscale to provide employee access to cloud environments - they also use Tailscale in the critical network path within and across their datacenters powering Humans, AI Agents, CI/CD workflows, and Kubernetes workloads.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;When a user says \u0026quot;Tailscale just works,\u0026quot; they\u0026#39;re describing the dataplane choosing direct versus relay paths correctly, recovering cleanly from network changes, and staying invisible when everything is working. When an enterprise commits production traffic to Tailscale, they trust the dataplane to hold performance SLOs, reliability guarantees, and connectivity across difficult NAT topologies.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role reports directly to Tailscale’s VP Product, Ross Kukulinski.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Set the vision and roadmap for the Tailscale dataplane. This includes WireGuard behavior, DERP relay expansion and capacity, subnet routers, exit nodes, and client-side networking with the goal of making connectivity feel automatic and reliable\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Define performance and reliability as customer-facing product requirements\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own connectivity product strategy end to end: regional expansion, capacity planning, relay health observability, enterprise and private DERP/Peer Relay offerings, and sovereign or regulated deployment requirements\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Drive the roadmap for the operational primitives customers use such as subnet routers, exit nodes, and Peer Relays including deployment topology, high-availability modes, route management UX, and production operational tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own the application-layer connectivity surface — App Connectors, Services, DNS, and network segmentation — that determines how traffic finds its destination and how AI agents, CI/CD, and Kubernetes workloads reach the SaaS and cloud resources they depend on\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own the operator control surface: how network engineers and IT admins configure, segment, monitor, and troubleshoot their networks at scale, across both the admin console and the CLI\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner closely with the embedded Network Features design lead to turn abstract networking systems into legible, well-reasoned product surfaces\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own connectivity behavior across the full matrix of NAT types, operating systems, mobile carriers, enterprise firewalls, and the \u0026quot;weird\u0026quot; networks customers actually run, improving both success rates and customer debuggability\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with GTM, Customer Success, and Solutions Engineering on production traffic commitments, regulated deployments, and strategic enterprise deals, turning customer learnings into roadmap priorities\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Represent Tailscale\u0026#39;s dataplane externally to enterprise customers, cloud partners, infrastructure vendors, and the networking community as a credible domain authority\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;10+ years in product management owning networking, transport, edge, or infrastructure products at scale: CDNs, edge platforms, SD-WAN, overlay networks, cloud networking, service mesh, API gateways, DNS/traffic management, or identity-aware proxies\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep networking fluency across the stack: comfortable below the L4 on routing, NAT traversal, MTU/MSS, congestion, latency, and packet loss, and equally fluent at the application layer on overlay routing, proxies and connectors, DNS, and network segmentation — able to engage engineers on both teams as a peer\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Demonstrated ability to define performance commitments and customer-facing SLOs, operate under real production expectations, and handle the moments when systems miss those commitments\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with VPN/tunneling protocols (WireGuard, IPsec, OpenVPN) or low-level networking stacks (kernel, eBPF, userspace)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience operating globally distributed infrastructure POPs, relays, and edge nodes including capacity planning, regional expansion, and the customer-visible performance tradeoffs that come with it\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with subnet routing, BGP, MPLS, cloud VPC peering, or data residency constraints\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with application-layer connectivity: service mesh, API gateways, DNS, proxies/connectors, or network segmentation and policy\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Track record building the operator control surface — admin console and CLI — that network engineers and IT admins use to configure and troubleshoot networks at scale\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Background in regulated industries (finance, healthcare, government)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Public technical writing, conference talks, or open-source networking contributions\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on experience with Tailscale at work or home\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$197,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$246,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019624005,"name":"Product","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4721762005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448320005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4721762005,"updated_at":"2026-08-05T16:28:33-04:00","requisition_id":"EVG-PPMD","title":"Principal Product Manager (Dataplane)","company_name":"Tailscale","first_published":"2026-08-05T16:28:33-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We are seeking a Principal Product Manager to lead Tailscale\u0026#39;s dataplane platform which is the critical layer that carries customer traffic and delivers the promise of \u0026quot;fast, secure, just works.\u0026quot;\u0026amp;nbsp; This position will be responsible for driving forward open source \u0026amp;amp; commercial technology spanning the Tailscale client, DERP, Subnet routers, WireGuard, Exit Nodes, Peer Relays, and App Connectors. See \u0026lt;a href=\u0026quot;https://tailscale.com/blog/how-tailscale-works\u0026quot;\u0026gt;How Tailscale Works\u0026lt;/a\u0026gt; and \u0026lt;a href=\u0026quot;https://tailscale.com/blog/how-nat-traversal-works\u0026quot;\u0026gt;How NAT Traversal Works\u0026lt;/a\u0026gt; to learn more.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale\u0026#39;s growth has significantly expanded the scope and importance of the dataplane. It now carries traffic for over 7 million monthly active devices (and growing rapidly!). Tailscale has quickly moved beyond just a VPN to providing critical engineering and AI infrastructure. Organizations depend not just on Tailscale to provide employee access to cloud environments - they also use Tailscale in the critical network path within and across their datacenters powering Humans, AI Agents, CI/CD workflows, and Kubernetes workloads.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;When a user says \u0026quot;Tailscale just works,\u0026quot; they\u0026#39;re describing the dataplane choosing direct versus relay paths correctly, recovering cleanly from network changes, and staying invisible when everything is working. When an enterprise commits production traffic to Tailscale, they trust the dataplane to hold performance SLOs, reliability guarantees, and connectivity across difficult NAT topologies.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role reports directly to Tailscale’s VP Product, Ross Kukulinski.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Set the vision and roadmap for the Tailscale dataplane. This includes WireGuard behavior, DERP relay expansion and capacity, subnet routers, exit nodes, and client-side networking with the goal of making connectivity feel automatic and reliable\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Define performance and reliability as customer-facing product requirements\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own connectivity product strategy end to end: regional expansion, capacity planning, relay health observability, enterprise and private DERP/Peer Relay offerings, and sovereign or regulated deployment requirements\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Drive the roadmap for the operational primitives customers use such as subnet routers, exit nodes, and Peer Relays including deployment topology, high-availability modes, route management UX, and production operational tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own the application-layer connectivity surface — App Connectors, Services, DNS, and network segmentation — that determines how traffic finds its destination and how AI agents, CI/CD, and Kubernetes workloads reach the SaaS and cloud resources they depend on\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own the operator control surface: how network engineers and IT admins configure, segment, monitor, and troubleshoot their networks at scale, across both the admin console and the CLI\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner closely with the embedded Network Features design lead to turn abstract networking systems into legible, well-reasoned product surfaces\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own connectivity behavior across the full matrix of NAT types, operating systems, mobile carriers, enterprise firewalls, and the \u0026quot;weird\u0026quot; networks customers actually run, improving both success rates and customer debuggability\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with GTM, Customer Success, and Solutions Engineering on production traffic commitments, regulated deployments, and strategic enterprise deals, turning customer learnings into roadmap priorities\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Represent Tailscale\u0026#39;s dataplane externally to enterprise customers, cloud partners, infrastructure vendors, and the networking community as a credible domain authority\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;10+ years in product management owning networking, transport, edge, or infrastructure products at scale: CDNs, edge platforms, SD-WAN, overlay networks, cloud networking, service mesh, API gateways, DNS/traffic management, or identity-aware proxies\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep networking fluency across the stack: comfortable below the L4 on routing, NAT traversal, MTU/MSS, congestion, latency, and packet loss, and equally fluent at the application layer on overlay routing, proxies and connectors, DNS, and network segmentation — able to engage engineers on both teams as a peer\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Demonstrated ability to define performance commitments and customer-facing SLOs, operate under real production expectations, and handle the moments when systems miss those commitments\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with VPN/tunneling protocols (WireGuard, IPsec, OpenVPN) or low-level networking stacks (kernel, eBPF, userspace)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience operating globally distributed infrastructure POPs, relays, and edge nodes including capacity planning, regional expansion, and the customer-visible performance tradeoffs that come with it\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with subnet routing, BGP, MPLS, cloud VPC peering, or data residency constraints\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with application-layer connectivity: service mesh, API gateways, DNS, proxies/connectors, or network segmentation and policy\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Track record building the operator control surface — admin console and CLI — that network engineers and IT admins use to configure and troubleshoot networks at scale\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Background in regulated industries (finance, healthcare, government)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Public technical writing, conference talks, or open-source networking contributions\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on experience with Tailscale at work or home\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$263,980\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$329,640 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019624005,"name":"Product","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4719892005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4447408005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4719892005,"updated_at":"2026-07-31T13:51:19-04:00","requisition_id":"372","title":"Product Manager, Tailscale-Native Apps","company_name":"Tailscale","first_published":"2026-07-31T09:06:32-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re hiring a Product Manager to own what it\u0026#39;s like to build a \u0026lt;strong\u0026gt;Tailscale-native application\u0026lt;/strong\u0026gt; — software with Tailscale connectivity and identity built in from the start.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;d own the original front door to that world: \u0026lt;a href=\u0026quot;https://tailscale.com/kb/1244/tsnet\u0026quot;\u0026gt;TSNet\u0026lt;/a\u0026gt;, the Go library that puts a Tailscale node inside an application in a few lines of code; \u0026lt;a href=\u0026quot;https://tailscale.com/blog/tailscale-rs-rust-tsnet-library-preview\u0026quot;\u0026gt;tailscale-rs\u0026lt;/a\u0026gt;, our new Rust-based SDK family (including C++, Python, and Elixir); the tailscale CLI powering scripting, automation, and CI; and the core Tailscale client library.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Products already get built this way, inside and outside Tailscale. \u0026lt;a href=\u0026quot;https://tailscale.com/docs/aperture\u0026quot;\u0026gt;Aperture\u0026lt;/a\u0026gt;, our AI connectivity gateway, and \u0026lt;a href=\u0026quot;https://tailscale.com/use-cases/pam\u0026quot;\u0026gt;Tailscale PAM\u0026lt;/a\u0026gt; run on these primitives. So do LM Studio, NVIDIA, and Namespace.co, who embed Tailscale directly into their applications to give their users secure remote access, reach into customer networks safely, and bridge cloud environments without VPN gymnastics. One of those teams went from zero to a working embedded integration in hours. Your job is to make that the normal outcome for thousands of more applications.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Today this experience is engineering-led and the developer journey is uneven. The API is powerful, but the on-ramp from \u0026quot;I read a blog post\u0026quot; to \u0026quot;Tailscale is running inside my product\u0026quot; has real friction: auth key handling, onboarding flows designed for humans instead of embedded apps, docs and examples that don\u0026#39;t yet tell a coherent story. You\u0026#39;ll own that journey end to end and define, concretely, what it means to build a Tailscale-native application including the golden paths, the reference patterns, the APIs, and the developer experience that makes people say \u0026quot;wait, that\u0026#39;s all it took?\u0026quot;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll report to Ross Kukulinski, VP Product, and work closely with the Rust, Golang, and Clients engineering teams, plus the internal product teams and external partners building Tailscale-Native Applications.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own the roadmap for the native apps experience: TSNet, tailscale-rs, and the tailscale CLI\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Define what \u0026quot;Tailscale-native application\u0026quot; means — the reference architectures, golden paths, and embedding patterns, packaged as docs, examples, and sample apps developers can build from\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own the developer experience end to end: the on-ramp from blog post to running embedded node, API ergonomics, error messages, docs that work, examples that compile, and upgrade paths that don\u0026#39;t burn early adopters\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Set the Rust SDK family strategy: which TSNet capabilities to port, which to skip, in what order, and how to position the library to developers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Treat the CLI as a product in its own right: scripting ergonomics, output conventions, automation surfaces, and the experience for platform and SRE teams running tailscale in CI and infrastructure-as-code\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Run the internal dogfood loop. Aperture and Tailscale PAM are built on these primitives; make those teams your most demanding customers and turn their friction into roadmap.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with GTM and Customer Success on embedding deals — AI platforms, developer tools, and infrastructure software shipping Tailscale inside their products — and let what you learn set priorities\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Engage developers where they live (GitHub issues, Discord, office hours) and build a coherent picture of what embedded developers need\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;6+ years in product management, or a software engineering background moving into product, with real time spent on a developer-facing product: an SDK, API, CLI, library, or developer tool\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;ve shipped developer-facing features that developers used in production, and lived with the consequences of your design choices — naming, defaults, error behavior, versioning\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You can read Go and/or Rust and hold a credible technical conversation about API and SDK design\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You have taste in developer experience: opinions about API ergonomics, docs, error messages, and getting-started flows, with examples to back them up\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You do customer research the way developer products require it — reading GitHub issues, lurking in Discord, running office hours, and finding the pattern in the noise\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You turn ambiguous scope into shipped increments, close the loop after launch, and keep teams informed along the way\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Hands-on Go or Rust experience — you\u0026#39;ve built something real, even as a side project\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Time at a developer platform company with a strong SDK motion (e.g. Stripe, Twilio, Auth0, Vercel, Supabase, HashiCorp)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Open-source community experience: contributor experience, issue triage, balancing commercial priorities with community needs\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Enough networking, zero-trust, or VPN familiarity to understand what embedding Tailscale does for a developer\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing CLIs or scripting surfaces for platform and SRE teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Public technical writing, talks, OSS contributions, or developer-tooling side projects\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;LLMs and coding agents as part of your daily product workflow\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$237,180\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$296,140 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019624005,"name":"Product","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4720112005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4447408005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4720112005,"updated_at":"2026-07-31T13:51:20-04:00","requisition_id":"372","title":"Product Manager, Tailscale-Native Apps","company_name":"Tailscale","first_published":"2026-07-31T09:06:32-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re hiring a Product Manager to own what it\u0026#39;s like to build a \u0026lt;strong\u0026gt;Tailscale-native application\u0026lt;/strong\u0026gt; — software with Tailscale connectivity and identity built in from the start.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;d own the original front door to that world: \u0026lt;a href=\u0026quot;https://tailscale.com/kb/1244/tsnet\u0026quot;\u0026gt;TSNet\u0026lt;/a\u0026gt;, the Go library that puts a Tailscale node inside an application in a few lines of code; \u0026lt;a href=\u0026quot;https://tailscale.com/blog/tailscale-rs-rust-tsnet-library-preview\u0026quot;\u0026gt;tailscale-rs\u0026lt;/a\u0026gt;, our new Rust-based SDK family (including C++, Python, and Elixir); the tailscale CLI powering scripting, automation, and CI; and the core Tailscale client library.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Products already get built this way, inside and outside Tailscale. \u0026lt;a href=\u0026quot;https://tailscale.com/docs/aperture\u0026quot;\u0026gt;Aperture\u0026lt;/a\u0026gt;, our AI connectivity gateway, and \u0026lt;a href=\u0026quot;https://tailscale.com/use-cases/pam\u0026quot;\u0026gt;Tailscale PAM\u0026lt;/a\u0026gt; run on these primitives. So do LM Studio, NVIDIA, and Namespace.co, who embed Tailscale directly into their applications to give their users secure remote access, reach into customer networks safely, and bridge cloud environments without VPN gymnastics. One of those teams went from zero to a working embedded integration in hours. Your job is to make that the normal outcome for thousands of more applications.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Today this experience is engineering-led and the developer journey is uneven. The API is powerful, but the on-ramp from \u0026quot;I read a blog post\u0026quot; to \u0026quot;Tailscale is running inside my product\u0026quot; has real friction: auth key handling, onboarding flows designed for humans instead of embedded apps, docs and examples that don\u0026#39;t yet tell a coherent story. You\u0026#39;ll own that journey end to end and define, concretely, what it means to build a Tailscale-native application including the golden paths, the reference patterns, the APIs, and the developer experience that makes people say \u0026quot;wait, that\u0026#39;s all it took?\u0026quot;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll report to Ross Kukulinski, VP Product, and work closely with the Rust, Golang, and Clients engineering teams, plus the internal product teams and external partners building Tailscale-Native Applications.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own the roadmap for the native apps experience: TSNet, tailscale-rs, and the tailscale CLI\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Define what \u0026quot;Tailscale-native application\u0026quot; means — the reference architectures, golden paths, and embedding patterns, packaged as docs, examples, and sample apps developers can build from\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own the developer experience end to end: the on-ramp from blog post to running embedded node, API ergonomics, error messages, docs that work, examples that compile, and upgrade paths that don\u0026#39;t burn early adopters\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Set the Rust SDK family strategy: which TSNet capabilities to port, which to skip, in what order, and how to position the library to developers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Treat the CLI as a product in its own right: scripting ergonomics, output conventions, automation surfaces, and the experience for platform and SRE teams running tailscale in CI and infrastructure-as-code\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Run the internal dogfood loop. Aperture and Tailscale PAM are built on these primitives; make those teams your most demanding customers and turn their friction into roadmap.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with GTM and Customer Success on embedding deals — AI platforms, developer tools, and infrastructure software shipping Tailscale inside their products — and let what you learn set priorities\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Engage developers where they live (GitHub issues, Discord, office hours) and build a coherent picture of what embedded developers need\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;6+ years in product management, or a software engineering background moving into product, with real time spent on a developer-facing product: an SDK, API, CLI, library, or developer tool\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;ve shipped developer-facing features that developers used in production, and lived with the consequences of your design choices — naming, defaults, error behavior, versioning\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You can read Go and/or Rust and hold a credible technical conversation about API and SDK design\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You have taste in developer experience: opinions about API ergonomics, docs, error messages, and getting-started flows, with examples to back them up\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You do customer research the way developer products require it — reading GitHub issues, lurking in Discord, running office hours, and finding the pattern in the noise\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You turn ambiguous scope into shipped increments, close the loop after launch, and keep teams informed along the way\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Hands-on Go or Rust experience — you\u0026#39;ve built something real, even as a side project\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Time at a developer platform company with a strong SDK motion (e.g. Stripe, Twilio, Auth0, Vercel, Supabase, HashiCorp)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Open-source community experience: contributor experience, issue triage, balancing commercial priorities with community needs\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Enough networking, zero-trust, or VPN familiarity to understand what embedding Tailscale does for a developer\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing CLIs or scripting surfaces for platform and SRE teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Public technical writing, talks, OSS contributions, or developer-tooling side projects\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;LLMs and coding agents as part of your daily product workflow\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$177,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$221,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019624005,"name":"Product","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4718667005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4446752005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4718667005,"updated_at":"2026-07-30T11:36:20-04:00","requisition_id":"369","title":"Product Marketing Manager","company_name":"Tailscale","first_published":"2026-07-27T09:41:03-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re looking for a collaborative and analytical Product Marketing Manager to join the marketing team at Tailscale. You will work closely with product, marketing, and revenue teams to identify customer needs, pain points, and articulate “Why Tailscale?” and then turn these insights into actionable assets for us to go-to-market with. This role might be perfect for you if you are familiar with PAM, networking infrastructure, or enterprise security needs, and can communicate technical features as easy-to-digest benefits. If you love highly cross-functional work and want to help a rapidly growing sales and revenue team succeed, read on.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who is comfortable working asynchronously, thrives in ambiguity and has a focus on getting it right, not being right.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Becoming the expert on our users and customers — who they are, what their pain points are, and what drives them to seek out solutions\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborating with sales, product and marketing teams to develop and refine product positioning, messaging, and effective content\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Launching new products or features, managing cross-functional projects associated with that launch, and measuring revenue and pipeline generated\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Creating sales collateral and enablement materials— slide decks, one-pagers, training sessions, customer case studies, webinars, etc.. This includes delegating and working with designers/web developers/content marketers as needed.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Performing competitive and market analysis to inform messaging and campaigns, and influence product strategy\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Represent PMM at industry events by delivering demos and gathering firsthand customer and prospect insights to shape messaging and campaign strategy\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Helping drive meaningful sales pipeline\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;At least 5+ years of experience in product marketing, working with sales teams, and sales enablement\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A proven track record in marketing, product marketing, sales enablement, product management, or a related field with a minimum of 5+ years of direct experience\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;An affinity for complex, highly technical subjects\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience managing interdependent, complex projects and keeping multiple work streams on track\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;An analytical and data-driven mindset with an enthusiasm for problem-solving and measuring the effectiveness of your work\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;The ability to quickly adapt and react to changing plans and ambiguity.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent people skills - this role will interact with many cross-functional teams and the ability to communicate and negotiate effectively will be critical to the success of this role\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A bias toward action, execution, and iteration\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Start up experience\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with networking or security products used in SaaS or cloud environments\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$190,280\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$237,180 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019623005,"name":"Marketing","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4718672005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4446752005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4718672005,"updated_at":"2026-07-30T11:36:42-04:00","requisition_id":"369","title":"Product Marketing Manager","company_name":"Tailscale","first_published":"2026-07-27T09:41:04-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re looking for a collaborative and analytical Product Marketing Manager to join the marketing team at Tailscale. You will work closely with product, marketing, and revenue teams to identify customer needs, pain points, and articulate “Why Tailscale?” and then turn these insights into actionable assets for us to go-to-market with. This role might be perfect for you if you are familiar with PAM, networking infrastructure, or enterprise security needs, and can communicate technical features as easy-to-digest benefits. If you love highly cross-functional work and want to help a rapidly growing sales and revenue team succeed, read on.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who is comfortable working asynchronously, thrives in ambiguity and has a focus on getting it right, not being right.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Becoming the expert on our users and customers — who they are, what their pain points are, and what drives them to seek out solutions\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborating with sales, product and marketing teams to develop and refine product positioning, messaging, and effective content\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Launching new products or features, managing cross-functional projects associated with that launch, and measuring revenue and pipeline generated\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Creating sales collateral and enablement materials— slide decks, one-pagers, training sessions, customer case studies, webinars, etc.. This includes delegating and working with designers/web developers/content marketers as needed.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Performing competitive and market analysis to inform messaging and campaigns, and influence product strategy\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Represent PMM at industry events by delivering demos and gathering firsthand customer and prospect insights to shape messaging and campaign strategy\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Helping drive meaningful sales pipeline\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;At least 5+ years of experience in product marketing, working with sales teams, and sales enablement\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A proven track record in marketing, product marketing, sales enablement, product management, or a related field with a minimum of 5+ years of direct experience\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;An affinity for complex, highly technical subjects\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience managing interdependent, complex projects and keeping multiple work streams on track\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;An analytical and data-driven mindset with an enthusiasm for problem-solving and measuring the effectiveness of your work\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;The ability to quickly adapt and react to changing plans and ambiguity.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent people skills - this role will interact with many cross-functional teams and the ability to communicate and negotiate effectively will be critical to the success of this role\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A bias toward action, execution, and iteration\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Start up experience\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with networking or security products used in SaaS or cloud environments\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$144,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$177,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019623005,"name":"Marketing","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4719443005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4447154005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4719443005,"updated_at":"2026-07-30T11:37:19-04:00","requisition_id":"370","title":"Revenue Compensation Analyst","company_name":"Tailscale","first_published":"2026-07-29T09:47:30-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re looking for a Revenue Compensation Analyst\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;to join our Revenue Operations team. This is a highly visible role at the intersection of Sales, Finance, People, and Revenue Operations that directly impacts how we motivate and reward our go-to-market organization.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll own the end-to-end administration of our Revenue compensation programs, from monthly commission processing and audits to annual plan implementation, while partnering closely with Revenue Leadership on compensation design, quota modeling, and incentive strategy.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role is ideal for someone who enjoys balancing operational excellence with strategic problem solving. You\u0026#39;ll ensure every salesperson is paid accurately and on time while helping shape compensation programs that drive the right behaviors and support the company\u0026#39;s growth.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;Key Responsibilities\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Own Revenue Compensation Operations\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Manage the end-to-end commission process, ensuring accurate and timely monthly payouts across all variable compensation plans.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Validate commission calculations through detailed audits of Salesforce, compensation systems, and payroll data.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with Payroll and Finance to deliver accurate commission payments and support monthly close activities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Administer CaptivateIQ, including participant management, quota uploads, territories, crediting rules, rate tables, and plan configuration.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain compensation documentation, plan logic, calculation methodologies, policies, and audit procedures.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Partner on Compensation Strategy\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with Revenue Operations and Revenue Leadership to design, model, and refine sales compensation plans, SPIFFs, accelerators, and incentive programs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build financial models to evaluate plan economics, quota attainment, payout curves, and cost of compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support annual compensation planning, quota setting, territory planning, and compensation rollouts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Conduct market benchmarking and analyze industry trends to ensure compensation programs remain competitive and effective.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Evaluate the effectiveness of current plans and recommend improvements that better align incentives with company objectives.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Deliver Insights Through Analytics\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Develop recurring reporting on attainment, payouts, commission spend, quota performance, and sales productivity.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Analyze compensation data to identify trends, risks, and opportunities across segments, roles, and territories.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build scenario models to evaluate changes in compensation plans, quota methodologies, and organizational structure.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with Revenue Leadership, Finance, and RevOps to provide recommendations that improve performance and drive business outcomes.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Support the Go-to-Market Organization\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Serve as the primary point of contact for compensation questions from sales managers and individual contributors.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Investigate and resolve commission disputes professionally, accurately, and with strong customer service.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage compensation letters, SPIFF administration, opportunity splits, territory changes, and quota assignments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ensure new hires, promotions, transfers, and terminations are accurately reflected across compensation systems.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Improve Systems \u0026amp;amp; Processes\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Continuously identify opportunities to automate manual processes and improve data quality.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with cross functionally to enhance integrations between Salesforce, commission platforms, HRIS, payroll, and ERP systems.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Leverage AI and automation tools to improve reporting, streamline workflows, and reduce administrative effort.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead cross-functional projects that improve scalability, governance, and operational efficiency.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;What We Are Looking For\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;3–6+ years of experience (Analyst) or 5–8+ years (Senior Analyst) in Sales Compensation, Revenue Operations, Sales Operations, Finance, or Strategic Operations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience administering variable compensation plans in a high-growth SaaS or technology company\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of sales compensation principles, quota methodology, incentive design, and GTM operating models\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on experience with a compensation platform such as CaptivateIQ, Xactly, Everstage, Forma.ai, Spiff, or similar\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Advanced Excel and/or Google Sheets skills, including complex financial modeling and scenario analysis\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong working knowledge of Salesforce CRM\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience partnering with Payroll, Finance, and Accounting on commission processing\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent analytical and problem-solving skills with exceptional attention to detail\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Outstanding written and verbal communication skills with the ability to explain complex compensation concepts simply\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to manage multiple priorities in a fast-paced, ambiguous environment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Bachelor\u0026#39;s degree in Finance, Accounting, Economics, Business, Mathematics, Statistics, or a related quantitative field\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience supporting multiple GTM functions (Sales, SDR, Customer Success, Partnerships, Solutions Engineering)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with SQL, Sigma, Tableau, Looker, or Power BI\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with ARR-based SaaS metrics and forecasting\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience implementing or administering compensation software\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience using AI tools to improve reporting, automation, and operational efficiency\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;What Success Looks Like\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Within your first year you will:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own accurate, on-time commission processing with strong audit controls and minimal manual intervention.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Become a trusted advisor to Sales, Finance, and Revenue Leadership on compensation-related questions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Improve the scalability and automation of our compensation operations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deliver meaningful analysis that influences compensation design, quota planning, and territory strategy.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Help build compensation programs that are transparent, motivating, and aligned to company growth.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$120,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$150,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4719433005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4447154005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4719433005,"updated_at":"2026-07-30T11:37:10-04:00","requisition_id":"370","title":"Revenue Compensation Analyst","company_name":"Tailscale","first_published":"2026-07-29T09:47:29-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re looking for a Revenue Compensation Analyst\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;to join our Revenue Operations team. This is a highly visible role at the intersection of Sales, Finance, People, and Revenue Operations that directly impacts how we motivate and reward our go-to-market organization.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll own the end-to-end administration of our Revenue compensation programs, from monthly commission processing and audits to annual plan implementation, while partnering closely with Revenue Leadership on compensation design, quota modeling, and incentive strategy.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role is ideal for someone who enjoys balancing operational excellence with strategic problem solving. You\u0026#39;ll ensure every salesperson is paid accurately and on time while helping shape compensation programs that drive the right behaviors and support the company\u0026#39;s growth.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;Key Responsibilities\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Own Revenue Compensation Operations\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Manage the end-to-end commission process, ensuring accurate and timely monthly payouts across all variable compensation plans.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Validate commission calculations through detailed audits of Salesforce, compensation systems, and payroll data.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with Payroll and Finance to deliver accurate commission payments and support monthly close activities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Administer CaptivateIQ, including participant management, quota uploads, territories, crediting rules, rate tables, and plan configuration.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain compensation documentation, plan logic, calculation methodologies, policies, and audit procedures.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Partner on Compensation Strategy\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with Revenue Operations and Revenue Leadership to design, model, and refine sales compensation plans, SPIFFs, accelerators, and incentive programs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build financial models to evaluate plan economics, quota attainment, payout curves, and cost of compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support annual compensation planning, quota setting, territory planning, and compensation rollouts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Conduct market benchmarking and analyze industry trends to ensure compensation programs remain competitive and effective.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Evaluate the effectiveness of current plans and recommend improvements that better align incentives with company objectives.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Deliver Insights Through Analytics\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Develop recurring reporting on attainment, payouts, commission spend, quota performance, and sales productivity.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Analyze compensation data to identify trends, risks, and opportunities across segments, roles, and territories.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build scenario models to evaluate changes in compensation plans, quota methodologies, and organizational structure.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with Revenue Leadership, Finance, and RevOps to provide recommendations that improve performance and drive business outcomes.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Support the Go-to-Market Organization\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Serve as the primary point of contact for compensation questions from sales managers and individual contributors.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Investigate and resolve commission disputes professionally, accurately, and with strong customer service.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage compensation letters, SPIFF administration, opportunity splits, territory changes, and quota assignments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ensure new hires, promotions, transfers, and terminations are accurately reflected across compensation systems.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Improve Systems \u0026amp;amp; Processes\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Continuously identify opportunities to automate manual processes and improve data quality.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with cross functionally to enhance integrations between Salesforce, commission platforms, HRIS, payroll, and ERP systems.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Leverage AI and automation tools to improve reporting, streamline workflows, and reduce administrative effort.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead cross-functional projects that improve scalability, governance, and operational efficiency.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;What We Are Looking For\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;3–6+ years of experience (Analyst) or 5–8+ years (Senior Analyst) in Sales Compensation, Revenue Operations, Sales Operations, Finance, or Strategic Operations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience administering variable compensation plans in a high-growth SaaS or technology company\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of sales compensation principles, quota methodology, incentive design, and GTM operating models\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on experience with a compensation platform such as CaptivateIQ, Xactly, Everstage, Forma.ai, Spiff, or similar\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Advanced Excel and/or Google Sheets skills, including complex financial modeling and scenario analysis\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong working knowledge of Salesforce CRM\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience partnering with Payroll, Finance, and Accounting on commission processing\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent analytical and problem-solving skills with exceptional attention to detail\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Outstanding written and verbal communication skills with the ability to explain complex compensation concepts simply\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to manage multiple priorities in a fast-paced, ambiguous environment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Bachelor\u0026#39;s degree in Finance, Accounting, Economics, Business, Mathematics, Statistics, or a related quantitative field\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience supporting multiple GTM functions (Sales, SDR, Customer Success, Partnerships, Solutions Engineering)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with SQL, Sigma, Tableau, Looker, or Power BI\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with ARR-based SaaS metrics and forecasting\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience implementing or administering compensation software\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience using AI tools to improve reporting, automation, and operational efficiency\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;What Success Looks Like\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Within your first year you will:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own accurate, on-time commission processing with strong audit controls and minimal manual intervention.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Become a trusted advisor to Sales, Finance, and Revenue Leadership on compensation-related questions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Improve the scalability and automation of our compensation operations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deliver meaningful analysis that influences compensation design, quota planning, and territory strategy.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Help build compensation programs that are transparent, motivating, and aligned to company growth.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$160,800\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$201,000 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4717966005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4446425005,"location":{"name":"Hybrid (Vancouver, British Columbia)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4717966005,"updated_at":"2026-07-30T11:37:59-04:00","requisition_id":"367","title":"Sales Development Representative (Outbound)","company_name":"Tailscale","first_published":"2026-07-23T12:58:29-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;As an Outbound Sales Development Representative, you\u0026#39;ll play a critical role in generating new business opportunities for Tailscale. You\u0026#39;ll own a portfolio of target accounts and create qualified pipeline through outbound prospecting across phone, email, LinkedIn, and other sales channels.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This is not an inbound lead qualification role. Success comes from proactively opening doors, engaging new prospects, and creating opportunities for our Account Executives.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll work closely with experienced sales leaders, receive ongoing coaching, and develop the skills needed to build a successful career in SaaS sales.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Generate qualified sales opportunities through high-volume outbound prospecting using phone calls, email, LinkedIn, and other channels.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Research target accounts and identify engineering, IT, security, and executive decision makers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop thoughtful, personalized outreach that resonates with customer challenges and business priorities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own a portfolio of accounts and execute account-based prospecting strategies.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner closely with Account Executives to build pipeline and execute territory plans.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Schedule high-quality discovery meetings for the sales team.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Become an expert on Tailscale\u0026#39;s platform, customers, and competitive landscape.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Consistently meet or exceed activity, pipeline, and meeting goals.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Leverage modern sales technologies including Salesforce, Gong, LinkedIn Sales Navigator, Apollo, and AI-powered prospecting tools.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Share ideas and best practices that improve team performance.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;1+ years of sales, business development, recruiting, or other customer-facing experience preferred\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent verbal and written communication skills\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable spending a significant portion of your day making outbound phone calls\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong organizational skills and the ability to manage a large portfolio of prospects\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Competitive, resilient, and motivated by achieving goals\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Curious, coachable, and eager to continuously improve\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong work ethic with a desire to build a career in technology sales\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to work from our Vancouver office three days per week \u0026lt;span style=\u0026quot;color: rgb(255, 255, 255);\u0026quot;\u0026gt;#LI-Hybrid\u0026lt;/span\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience in SaaS sales or outbound prospecting\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with Salesforce, Outreach, Gong, Apollo, or LinkedIn Sales Navigator\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience selling to technical audiences or an interest in cybersecurity, networking, or cloud infrastructure\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Bachelor\u0026#39;s degree or equivalent professional experience\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What Success Looks Like\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;In your first year, you\u0026#39;ll:\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Consistently generate qualified pipeline for the sales organization.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Become confident engaging engineering, IT, and security leaders.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Master modern outbound sales techniques across phone, email, and social selling.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop deep knowledge of Tailscale\u0026#39;s products and customer use cases.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build the foundation for future growth into an Account Executive or other revenue leadership role.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Why Tailscale?\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Join one of the fastest-growing infrastructure software companies.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work alongside experienced sales leaders who are invested in your development.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Learn best-in-class outbound sales methodologies and modern prospecting tools.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build a career in enterprise SaaS sales with clear opportunities for advancement.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate in a supportive, high-performing team that values curiosity, ownership, and continuous improvement.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$107,200\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$120,600 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4053186005,"name":"Hybrid (Vancouver)","location":"Vancouver, British Columbia, Canada","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4723401005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449161005,"location":{"name":"Remote (United Kingdom)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4723401005,"updated_at":"2026-08-11T19:07:49-04:00","requisition_id":"384","title":"Sales Director, EMEA","company_name":"Tailscale","first_published":"2026-08-11T19:07:49-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;p\u0026gt;Tailscale is redefining secure networking by making it simple for organizations to securely connect people, devices, and workloads anywhere in the world.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;At Tailscale, we\u0026#39;re solving one of the most fundamental challenges in modern infrastructure: secure connectivity. Our product is loved by developers, trusted by IT and security teams, and rapidly expanding within organizations of every size. As adoption accelerates, we are investing in a regional sales motion that matches the scale of our ambition across EMEA.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We are looking for a founding Sales Director, EMEA to build and lead one of Tailscale\u0026#39;s most important growth initiatives. This is a rare opportunity to shape how a category-leading company enters and scales a major region, develops strategic customer and partner relationships, recruits an exceptional team, and creates the operating model for long-term growth.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;You will be a regional leader, seller, coach, and builder. You will own the EMEA sales strategy and lead teams across multiple customer segments, while personally helping advance the region\u0026#39;s most important opportunities and executive relationships.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You will define regional priorities, territory and segment strategy, hiring plans, outbound and expansion motions, and the operating cadence for the business. You will also help spearhead partnerships across the region, including channel, cloud, technology, and strategic alliance relationships that can accelerate customer acquisition and expansion.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Initially, you will lead a focused team of Account Executives across multiple segments and work closely with Customer Engineering, RevOps, Marketing, GTM Engineering, and Executive Leadership. As the business grows, you will play a central role in scaling the team, developing frontline leaders, and building the regional organization.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This UK-based role reports directly to the President and offers the opportunity to build Tailscale’s EMEA sales organization from the ground up.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Build the EMEA Business\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Lead\u0026amp;nbsp; the current team and build the EMEA sales organization and go-to-market motion.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Develop the regional strategy, operating model, territory design, account segmentation, and coverage plan across multiple sales segments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Set clear regional priorities and translate company goals into executable plans for new business, expansion, and partnerships.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Establish repeatable playbooks that reflect the needs of customers and markets across the UK and broader EMEA region.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Provide regional market insight that helps shape company strategy, product priorities, and investment decisions.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Lead From the Front\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Personally support and, when appropriate, lead Tailscale\u0026#39;s highest-value and most strategic EMEA opportunities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Develop trusted executive relationships with CIOs, CISOs, CTOs, infrastructure leaders, security leaders, and business executives.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Serve as the regional executive sponsor and quarterback for complex, multi-stakeholder sales cycles.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Coach teams on discovery, qualification, account strategy, executive engagement, negotiation, and deal execution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Navigate technical, commercial, legal, procurement, and executive stakeholders to drive successful customer outcomes.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Lead and Scale Multiple Segments\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Lead Account Executives serving multiple customer segments, from commercial and mid-market organizations through enterprise and accounts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Create differentiated motions, coverage models, and performance expectations appropriate to each segment.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Recruit, hire, onboard, and develop exceptional sales talent across the region.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Build a high-performance culture grounded in accountability, collaboration, curiosity, customer value, and continuous learning.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Develop future leaders and create the management structure required as the EMEA organization scales.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Build Regional Partnerships\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Help define and execute the EMEA partnership strategy alongside the Partnerships organization and Executive Leadership.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Identify markets and customer segments where partners can accelerate awareness, pipeline creation, implementation, and expansion.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Create clear rules of engagement, joint account plans, and co-selling motions with priority partners.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Represent Tailscale with senior partner executives and at relevant regional customer and industry events.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Create Pipeline and Regional Awareness\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Lead an outbound-first and account-based sales motion across the region.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Personally build executive relationships within high-priority accounts and partner ecosystems.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Partner with SDRs, Marketing, GTM Engineering and Partnerships to create qualified pipeline.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Build scalable account planning, prospecting, event, community, and partner-sourced pipeline programs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Ensure the region develops a balanced pipeline across customer segments, products, countries, and sources.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Drive Operational Excellence\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Own regional forecasting, pipeline health, hiring plans, and performance management.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Establish a rigorous operating cadence across forecast reviews, pipeline creation, deal inspection, account planning, and talent development.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Use data to identify trends, improve execution, allocate resources, and communicate regional performance to leadership.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Partner closely with Product and Engineering to provide structured customer and market feedback from EMEA.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Build the metrics, processes, and cross-functional relationships required to scale the organization effectively.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;An experienced sales leader who has built or materially scaled a high-growth SaaS business in EMEA.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;A proven leader of teams spanning multiple customer segments, with the judgment to adapt the sales motion by segment and market.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;A builder who is comfortable operating with ambiguity, limited infrastructure, and significant ownership.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;A strong seller and coach with a consistent record of winning complex new-business and expansion opportunities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Experienced in recruiting, developing, and retaining high-performing Account Executives and sales leaders.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Demonstrated success building outbound pipeline and establishing repeatable regional go-to-market motions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Experienced developing channel, technology, cloud, reseller, or strategic partnership relationships in EMEA.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Executive presence and credibility with CIOs, CISOs, CTOs, and senior business leaders.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Strong business acumen and experience navigating complex buying committees, procurement processes, and enterprise sales cycles.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Deep familiarity with the UK and broader EMEA technology market; additional European language skills are valuable but not required.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Based in the United Kingdom and able to travel throughout EMEA as needed.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;You\u0026#39;ll Thrive Here If You...\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Want to build a region rather than inherit a mature organization.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Enjoy leading from the front while creating leverage through managers, teams, and partners.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Can balance strategic planning with hands-on customer and deal leadership.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Are energized by developing different sales motions for commercial, mid-market, enterprise, and strategic customers.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;See partnerships as a core growth lever rather than a separate or secondary function.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt; \u0026lt;/strong\u0026gt;Want to leave a lasting impact on how a category-leading company expands internationally.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;UK Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;£260,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;£300,000 GBP\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4015351005,"name":"Remote (United Kingdom)","location":"United Kingdom","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4726152005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4450540005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4726152005,"updated_at":"2026-08-20T16:04:56-04:00","requisition_id":"394","title":"Security Infrastructure Engineer","company_name":"Tailscale","first_published":"2026-08-20T16:04:56-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a talented software engineer, specializing in security and infrastructure, to help grow our product security team. We’re looking for people who can move Tailscale forward while making it safer to use. The abilities to think on your feet, collaborate with highly technical teams, and be comfortable working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Design and build security controls across diverse layers (e.g., cloud platforms, OS, Kubernetes, networks, CI/CD) to defend against sophisticated adversaries and insider threats.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Improve the security properties of Tailscale by identifying opportunities for security and privacy features, bug fixes, defense-in-depth, and implementing them across our codebase.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Audit Tailscale infrastructure for technical security weaknesses, identifying mitigations or solutions, and driving them towards resolution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support engineering decisions with threat modeling and security analysis and expertise.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You will spend 25-50% of your time in this role writing software vs purely operational or governance security responsibilities.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Technical\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Expertise in the security of cloud platforms (e.g., AWS), especially securing multi-cloud networks and infrastructure, and designing cloud agnostic systems\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with container security, orchestration security, and authentication/authorization\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with internet/web security fundamentals: WAF’s, TLS, PKI, DNS security, etc.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency developing in at least one programming language (Tailscale uses Go) and Infrastructure as Code tooling (e.g. Terraform, Ansible)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Prior experience in a safety-related technical role, e.g.:\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;infrastructure security\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;security operations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;threat modeling and prioritization\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;digital forensics and incident response\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of operating system internals and security mechanisms\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of common networking protocols\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Act as a Subject Matter Expert during security incidents, focusing on infrastructure-level containment and remediation\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Team Fit\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to work independently and collaboratively\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Take a risk-based approach to building security controls, balancing your security expertise and broad technical skillsets with practical, usable solutions\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$218,420\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$273,360 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4726153005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4450540005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4726153005,"updated_at":"2026-08-20T16:04:58-04:00","requisition_id":"394","title":"Security Infrastructure Engineer","company_name":"Tailscale","first_published":"2026-08-20T16:04:58-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a talented software engineer, specializing in security and infrastructure, to help grow our product security team. We’re looking for people who can move Tailscale forward while making it safer to use. The abilities to think on your feet, collaborate with highly technical teams, and be comfortable working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Design and build security controls across diverse layers (e.g., cloud platforms, OS, Kubernetes, networks, CI/CD) to defend against sophisticated adversaries and insider threats.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Improve the security properties of Tailscale by identifying opportunities for security and privacy features, bug fixes, defense-in-depth, and implementing them across our codebase.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Audit Tailscale infrastructure for technical security weaknesses, identifying mitigations or solutions, and driving them towards resolution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support engineering decisions with threat modeling and security analysis and expertise.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You will spend 25-50% of your time in this role writing software vs purely operational or governance security responsibilities.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Technical\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Expertise in the security of cloud platforms (e.g., AWS), especially securing multi-cloud networks and infrastructure, and designing cloud agnostic systems\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with container security, orchestration security, and authentication/authorization\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with internet/web security fundamentals: WAF’s, TLS, PKI, DNS security, etc.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency developing in at least one programming language (Tailscale uses Go) and Infrastructure as Code tooling (e.g. Terraform, Ansible)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Prior experience in a safety-related technical role, e.g.:\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;infrastructure security\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;security operations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;threat modeling and prioritization\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;digital forensics and incident response\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of operating system internals and security mechanisms\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of common networking protocols\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Act as a Subject Matter Expert during security incidents, focusing on infrastructure-level containment and remediation\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Team Fit\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to work independently and collaboratively\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Take a risk-based approach to building security controls, balancing your security expertise and broad technical skillsets with practical, usable solutions\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$163,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$204,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4648916005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4040371005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4648916005,"updated_at":"2026-07-30T11:38:41-04:00","requisition_id":"14","title":"Security Software Engineer","company_name":"Tailscale","first_published":"2026-01-13T13:36:47-05:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a talented software engineer, specializing in security and privacy, to help grow our product security team. We’re looking for people who can move Tailscale forward while making it safer to use. The abilities to think on your feet, collaborate with highly technical teams, and be comfortable working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Improve the security properties of Tailscale by identifying opportunities for security and privacy features, bug fixes, and defense-in-depth, and implementing them across our codebase.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Audit Tailscale features for technical security weaknesses, identifying mitigations or solutions, and driving them towards resolution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support engineering decisions with threat modeling and security analysis and expertise.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You will spend at least 50% of your time in this role writing software vs purely operational or governance security responsibilities.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Technical\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Proficiency developing in at least one programming language (Tailscale uses Go)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency developing for at least one application platform (e.g. iOS, Android, web, Windows, macOS, Linux)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Prior experience in a safety-related technical role, e.g.:\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;application security or application platform security\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;penetration testing\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;threat modeling and prioritization\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;user experience design or research\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;digital forensics and incident response\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;Deep understanding of web application vulnerabilities (e.g., OWASP Top 10), client-side security, and common API security flaws\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with engineering teams to promote secure coding practices and provide targeted security guidance and training\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of cryptographic primitives and protocols\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of common networking protocols\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Team Fit\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to work independently and collaboratively\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Take a risk-based approach to building security controls, balancing your security expertise and broad technical skillsets with practical, usable solutions\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$163,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$226,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4648921005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4040371005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4648921005,"updated_at":"2026-07-30T11:38:49-04:00","requisition_id":"14","title":"Security Software Engineer","company_name":"Tailscale","first_published":"2026-01-13T13:36:48-05:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a talented software engineer, specializing in security and privacy, to help grow our product security team. We’re looking for people who can move Tailscale forward while making it safer to use. The abilities to think on your feet, collaborate with highly technical teams, and be comfortable working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Improve the security properties of Tailscale by identifying opportunities for security and privacy features, bug fixes, and defense-in-depth, and implementing them across our codebase.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Audit Tailscale features for technical security weaknesses, identifying mitigations or solutions, and driving them towards resolution.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support engineering decisions with threat modeling and security analysis and expertise.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You will spend at least 50% of your time in this role writing software vs purely operational or governance security responsibilities.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Technical\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Proficiency developing in at least one programming language (Tailscale uses Go)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency developing for at least one application platform (e.g. iOS, Android, web, Windows, macOS, Linux)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Prior experience in a safety-related technical role, e.g.:\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;application security or application platform security\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;penetration testing\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;threat modeling and prioritization\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;user experience design or research\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;digital forensics and incident response\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;Deep understanding of web application vulnerabilities (e.g., OWASP Top 10), client-side security, and common API security flaws\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with engineering teams to promote secure coding practices and provide targeted security guidance and training\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of cryptographic primitives and protocols\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of common networking protocols\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Team Fit\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to work independently and collaboratively\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Take a risk-based approach to building security controls, balancing your security expertise and broad technical skillsets with practical, usable solutions\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$218,420\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$302,840 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4725185005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4450009005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4725185005,"updated_at":"2026-08-21T14:18:46-04:00","requisition_id":"389","title":"Senior Manager, Developer Relations","company_name":"Tailscale","first_published":"2026-08-21T14:18:46-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is looking for an experienced Senior Manager, Developer Relations to build and scale Developer Relations as a strategic growth program. You will be accountable for how Tailscale earns trust with technical audiences, helps developers get more value from Tailscale, and contributes to meaningful business outcomes.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This is a senior player-coach role that combines team leadership, program strategy, and hands-on developer advocacy. You’ll lead the DevRel team, develop repeatable programs across content, video, events, workshops, community, and technical projects and integrations, and ensure our work reflects both the needs of developers and Tailscale’s company priorities.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role partners closely with Product, Engineering, Growth, Content, Sales, Customer Success, and the broader Marketing team. You’ll be responsible for creating a clear roadmap, expanding the number of people who can represent Tailscale publicly, and building the systems and measurement practices needed for DevRel to operate effectively at scale.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We’re looking for someone with strong technical credibility, excellent judgment, and a track record of turning developer insight into programs that build awareness, education, product adoption, and long-term trust.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own Tailscale’s Developer Relations function end-to-end, including its strategy and roadmap, aligning programs and priorities with Tailscale’s positioning, product strategy, and business goals.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and lead a high-performing DevRel organization. Manage, coach, hire for, and develop the DevRel team by setting clear expectations, delegating meaningful ownership, and helping team members grow. In this role, we expect you to hire and develop both senior and junior technical talent.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and scale repeatable DevRel programs across technical content, product integrations, YouTube, talks, demos, workshops, events, community, and other developer-facing channels. You will own the portfolio of DevRel investments and will have to manage resourcing and priorities across this portfolio to deliver developer and business impact.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Serve as a visible technical voice for Tailscale through hands-on work such as videos, presentations, demos, integrations, workshops, and community engagement. It is important you maintain strong personal technical credibility and selectively serve as a public technical voice for Tailscale through high-leverage engagements.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop new technical voices and contributors both inside and outside Tailscale so Tailscale’s DevRel presence extends beyond any one individual.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead community-focused technical initiatives that identify unmet developer needs, support strategic partnerships, and enable emerging use cases.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain a clear, shared DevRel roadmap and activity calendar with defined owners, timelines, audiences, and intended outcomes.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ensure DevRel work is technically accurate, engaging, relevant to its intended audience, and aligned with current product positioning.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner closely with Product, Engineering, Growth, Content, Sales, and Customer Success to coordinate launches, educational initiatives, and developer feedback. Influence product strategy by identifying developer workflows and ecosystem opportunities where Tailscale can create differentiated value, and work with Product and Engineering leaders to validate and prioritize those opportunities. Act as the senior DevRel partner for major launches and strategic bets.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Define, track, and regularly report on DevRel performance, including audience growth, engagement, product activation, integration adoption, and contribution to the self-serve funnel.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Use qualitative developer insight and performance data to prioritize programs, improve execution, and demonstrate the value of DevRel investments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage DevRel budgets, vendors, tools, capacity planning, and resourcing while balancing quality, speed, and business impact.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;8+ years of relevant experience in Developer Relations, developer advocacy, engineering, or a related field\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;4+ years of experience managing, coaching, or leading technical contributors and scaling a DevRel or similar function\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong technical foundation and the ability to communicate credibly with developers, engineers, and technical decision-makers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building and operating multi-channel DevRel programs rather than relying on individual content creation alone. Demonstrated ability to make portfolio-level tradeoffs.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven ability to translate company and product priorities into a clear DevRel strategy, roadmap, and execution plan. Track record of connecting DevRel strategy to measurable product or business outcomes.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong program management skills, including planning, prioritization, delegation, and proactive risk communication\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong product instincts and experience creating developer-facing content such as technical videos, demos, talks, workshops, tutorials, or written content that meaningfully resonates with a technical audience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong written and verbal communication skills, including the ability to explain complex technical concepts clearly and engagingly\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with and joy for collaborating cross-functionally with Product, Engineering, Marketing, Growth, Sales, or Customer Success teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to balance hands-on execution with team leadership and long-term program development\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong judgment about audience, channel, technical depth, and the level of polish required for different initiatives\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience defining and reporting on DevRel metrics, program performance, or contribution to product and business outcomes\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable operating in an ambiguous, fast-moving environment and creating clarity through direct communication and documented plans\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Low ego, high horsepower with a “yes, and” mindset to collaboration\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You have tried and used Tailscale.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Nice to Have\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience leading DevRel for a developer-focused infrastructure, networking, security, or open-source product\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep familiarity with Tailscale, WireGuard, networking concepts, identity-based access, or Zero Trust architecture\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience supporting product-led growth or self-serve adoption\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building technical integrations, example applications, community tools, or open-source projects\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Established experience speaking at conferences, hosting technical videos, or facilitating developer workshops\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience developing new public-facing technical voices within a team or company\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with measuring developer journeys from content engagement through signup, activation, and paid conversion\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience managing agency partners, contractors, program budgets, or external contributors\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working in a fast-paced startup or scale-up environment\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$200,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$225,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019623005,"name":"Marketing","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4725169005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4450009005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4725169005,"updated_at":"2026-08-21T14:18:44-04:00","requisition_id":"389","title":"Senior Manager, Developer Relations","company_name":"Tailscale","first_published":"2026-08-21T14:18:44-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is looking for an experienced Senior Manager, Developer Relations to build and scale Developer Relations as a strategic growth program. You will be accountable for how Tailscale earns trust with technical audiences, helps developers get more value from Tailscale, and contributes to meaningful business outcomes.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This is a senior player-coach role that combines team leadership, program strategy, and hands-on developer advocacy. You’ll lead the DevRel team, develop repeatable programs across content, video, events, workshops, community, and technical projects and integrations, and ensure our work reflects both the needs of developers and Tailscale’s company priorities.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role partners closely with Product, Engineering, Growth, Content, Sales, Customer Success, and the broader Marketing team. You’ll be responsible for creating a clear roadmap, expanding the number of people who can represent Tailscale publicly, and building the systems and measurement practices needed for DevRel to operate effectively at scale.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We’re looking for someone with strong technical credibility, excellent judgment, and a track record of turning developer insight into programs that build awareness, education, product adoption, and long-term trust.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own Tailscale’s Developer Relations function end-to-end, including its strategy and roadmap, aligning programs and priorities with Tailscale’s positioning, product strategy, and business goals.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and lead a high-performing DevRel organization. Manage, coach, hire for, and develop the DevRel team by setting clear expectations, delegating meaningful ownership, and helping team members grow. In this role, we expect you to hire and develop both senior and junior technical talent.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and scale repeatable DevRel programs across technical content, product integrations, YouTube, talks, demos, workshops, events, community, and other developer-facing channels. You will own the portfolio of DevRel investments and will have to manage resourcing and priorities across this portfolio to deliver developer and business impact.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Serve as a visible technical voice for Tailscale through hands-on work such as videos, presentations, demos, integrations, workshops, and community engagement. It is important you maintain strong personal technical credibility and selectively serve as a public technical voice for Tailscale through high-leverage engagements.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop new technical voices and contributors both inside and outside Tailscale so Tailscale’s DevRel presence extends beyond any one individual.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead community-focused technical initiatives that identify unmet developer needs, support strategic partnerships, and enable emerging use cases.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain a clear, shared DevRel roadmap and activity calendar with defined owners, timelines, audiences, and intended outcomes.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ensure DevRel work is technically accurate, engaging, relevant to its intended audience, and aligned with current product positioning.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner closely with Product, Engineering, Growth, Content, Sales, and Customer Success to coordinate launches, educational initiatives, and developer feedback. Influence product strategy by identifying developer workflows and ecosystem opportunities where Tailscale can create differentiated value, and work with Product and Engineering leaders to validate and prioritize those opportunities. Act as the senior DevRel partner for major launches and strategic bets.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Define, track, and regularly report on DevRel performance, including audience growth, engagement, product activation, integration adoption, and contribution to the self-serve funnel.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Use qualitative developer insight and performance data to prioritize programs, improve execution, and demonstrate the value of DevRel investments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage DevRel budgets, vendors, tools, capacity planning, and resourcing while balancing quality, speed, and business impact.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;8+ years of relevant experience in Developer Relations, developer advocacy, engineering, or a related field\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;4+ years of experience managing, coaching, or leading technical contributors and scaling a DevRel or similar function\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong technical foundation and the ability to communicate credibly with developers, engineers, and technical decision-makers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building and operating multi-channel DevRel programs rather than relying on individual content creation alone. Demonstrated ability to make portfolio-level tradeoffs.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven ability to translate company and product priorities into a clear DevRel strategy, roadmap, and execution plan. Track record of connecting DevRel strategy to measurable product or business outcomes.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong program management skills, including planning, prioritization, delegation, and proactive risk communication\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong product instincts and experience creating developer-facing content such as technical videos, demos, talks, workshops, tutorials, or written content that meaningfully resonates with a technical audience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong written and verbal communication skills, including the ability to explain complex technical concepts clearly and engagingly\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with and joy for collaborating cross-functionally with Product, Engineering, Marketing, Growth, Sales, or Customer Success teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to balance hands-on execution with team leadership and long-term program development\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong judgment about audience, channel, technical depth, and the level of polish required for different initiatives\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience defining and reporting on DevRel metrics, program performance, or contribution to product and business outcomes\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable operating in an ambiguous, fast-moving environment and creating clarity through direct communication and documented plans\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Low ego, high horsepower with a “yes, and” mindset to collaboration\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You have tried and used Tailscale.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Nice to Have\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience leading DevRel for a developer-focused infrastructure, networking, security, or open-source product\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep familiarity with Tailscale, WireGuard, networking concepts, identity-based access, or Zero Trust architecture\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience supporting product-led growth or self-serve adoption\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building technical integrations, example applications, community tools, or open-source projects\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Established experience speaking at conferences, hosting technical videos, or facilitating developer workshops\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience developing new public-facing technical voices within a team or company\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with measuring developer journeys from content engagement through signup, activation, and paid conversion\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience managing agency partners, contractors, program budgets, or external contributors\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working in a fast-paced startup or scale-up environment\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$268,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$301,500 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019623005,"name":"Marketing","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4722225005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448564005,"location":{"name":"Hybrid (Denver, Colorado, United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4722225005,"updated_at":"2026-08-07T10:32:34-04:00","requisition_id":"EVG-SrNBAE","title":"Senior New Business Account Executive","company_name":"Tailscale","first_published":"2026-08-07T10:32:34-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We are looking for ambitious sellers to join our New Business Account Executive team. This is not a “farmer” role. You will be assigned inbound leads via round robin, however you will also be responsible for prospecting and sourcing a third of your own pipeline. You’ll own the sales cycle from prospect to purchase, and work to earn customer trust every step of the way.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale has a vibrant community across Hacker News, X, and Reddit. We have 100,000+ monthly active users, many of whom are engineering leaders working at the most innovative companies in the world. This is an opportunity to join early at a rapidly growing startup and build the playbook for startup sales.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Win new business. Find your way to the right people at prospective customers, educate them about our services, and help them succeed with Tailscale.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experiment and move quickly. Analyze market landscapes and customer trends to inform your sales campaigns.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Travel to (or organize) local events and attend large industry events to evangelize Tailscale to prospective customers\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support customers across all time zones\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage and organize your activities, pipeline, and forecast in Gong and Salesforce\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;2+ years of prospecting or closing experience in a door-to-door or in-person sales role\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ambition to build (and not just follow) a sales playbook\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A technical background or curiosity in technology\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent communication and presentation skills\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proactive from lead to close - if this opportunity really excites you, please don’t just apply on the website. Find the hiring manager, prospect thoughtfully, and tell us why you’re the best candidate for this position.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience self sourcing opportunities and guiding a customer from discovery all the way through closed won deals, with senior technical buyers (VP Engineering, CTO, Head of Platform, CISO)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;This role is based in Denver and is hybrid required (3 days/week in-office)\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$120,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$150,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4053187005,"name":"Hybrid (Denver)","location":"Denver, Colorado, United States","child_ids":[],"parent_id":null},{"id":4053186005,"name":"Hybrid (Vancouver)","location":"Vancouver, British Columbia, Canada","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4723221005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449048005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4723221005,"updated_at":"2026-08-14T08:18:44-04:00","requisition_id":"383","title":"Senior Solutions Engineer - Partners","company_name":"Tailscale","first_published":"2026-08-14T08:18:44-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We are hiring a \u0026lt;strong\u0026gt;Senior Solutions Engineer \u0026lt;/strong\u0026gt;focused on \u0026lt;strong\u0026gt;Channel Partners\u0026lt;/strong\u0026gt; to drive technical success with resellers, MSPs, system integrators, and technology alliance partners. You will act as the primary technical counterpart for our channel motion—enabling partners to sell, deploy, and expand Tailscale successfully while co-selling complex deals alongside Account Executives and Partner/Channel Sales Managers.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This is a senior individual-contributor role that blends deep networking/security expertise, consultative selling, partner enablement, and influence on product and go-to-market strategy. You will co-own pipeline outcomes, lead sophisticated technical engagements, and build scalable resources that multiply the impact of our partner community. This role is ideal for a senior SE who enjoys multiplying impact through partners while staying deeply technical and customer-obsessed. You will help shape how Tailscale scales through the channel at a pivotal growth stage.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with Channel Account Managers and AEs to identify, qualify, and close new and expansion opportunities through the channel.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead technical discovery, solution architecture, demos, and proofs-of-concept (POCs) for partner-sourced and co-sell deals, often involving multi-stakeholder enterprise or mid-market environments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Serve as a trusted technical advisor to partners and their end customers on zero-trust networking, secure connectivity, identity integrations, and emerging use cases (including AI gateway / Aperture-related scenarios \u0026amp;amp; PAM).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop and deliver partner technical enablement: training programs, certification content, demo environments, solution blueprints, reference architectures, and battle cards that help partners win and deploy Tailscale independently.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Architect and guide complex multi-party deals (partner + customer + Tailscale), aligning technical requirements with business outcomes and navigating competitive landscapes.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide structured field feedback from partners and joint customers to Product, Engineering, and GTM teams to influence roadmap priorities and packaging.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and maintain high-trust relationships with key technical stakeholders at strategic partners; act as the escalation point for advanced architectural and integration questions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate cross-functionally (Sales, Partner, Product, Customer Success, Support) to improve handoffs, technical win rates, and partner-sourced revenue.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Contribute to scalable SE processes, including reusable demo assets, partner-facing documentation, and best-practice playbooks.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;6+ years in a customer-facing Solutions Engineer, Sales Engineer, or Solutions Architect role within networking, security, infrastructure, or related software (prior experience supporting or selling through channel partners strongly preferred).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Direct experience enabling or co-selling with MSPs, OEMs, VARs, system integrators, or technology alliance partners in the networking, security, or cloud infrastructure space.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven track record of co-owning pipeline and influencing quota outcomes in partnership with sales and/or channel teams.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep understanding of zero-trust networking principles, secure remote access/connectivity, and identity \u0026amp;amp; access management integrations (SSO, SAML, OIDC, SCIM).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong networking fundamentals and troubleshooting skills: TCP/IP, DNS, routing, firewalls, NAT traversal, and related concepts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on architecture and deployment experience with at least two major cloud providers (AWS, GCP, Azure) and hybrid environments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent communication and executive presence: ability to translate complex technical concepts into clear business value for both technical and non-technical audiences (partners, end customers, and internal stakeholders).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing and delivering technical training or enablement content.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfort operating in a high-growth, fully distributed environment with a high degree of autonomy and ownership.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Willingness to travel occasionally (approximately 15-25%) for partner workshops, key customer meetings, conferences, and internal collaboration.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Nice to Have\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Experience:\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Prior experience at a high-growth networking, security, or infrastructure SaaS company (WireGuard, VPN, SASE, ZTNA, PAM, or adjacent domains is a plus).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Background working with regulated industries or compliance frameworks (SOC 2, HIPAA, PCI, etc.) in a pre-sales context.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Technical Skills:\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Hands-on experience with scripting or automation (Python, Bash, Go, Terraform/HCL, K8s or similar) for demos, POCs, or partner tooling.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with AI gateway, LLM access governance, or related emerging use cases.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of the competitive landscape in zero-trust, SASE, and secure connectivity solutions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Previous exposure to Tailscale, WireGuard, or similar mesh-networking technologies.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Enablement:\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience building reusable solution architectures, partner playbooks, or technical certification programs.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$250,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$250,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4723206005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4449048005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4723206005,"updated_at":"2026-08-14T08:18:43-04:00","requisition_id":"383","title":"Senior Solutions Engineer - Partners","company_name":"Tailscale","first_published":"2026-08-14T08:18:43-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We are hiring a \u0026lt;strong\u0026gt;Senior Solutions Engineer \u0026lt;/strong\u0026gt;focused on \u0026lt;strong\u0026gt;Channel Partners\u0026lt;/strong\u0026gt; to drive technical success with resellers, MSPs, system integrators, and technology alliance partners. You will act as the primary technical counterpart for our channel motion—enabling partners to sell, deploy, and expand Tailscale successfully while co-selling complex deals alongside Account Executives and Partner/Channel Sales Managers.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This is a senior individual-contributor role that blends deep networking/security expertise, consultative selling, partner enablement, and influence on product and go-to-market strategy. You will co-own pipeline outcomes, lead sophisticated technical engagements, and build scalable resources that multiply the impact of our partner community. This role is ideal for a senior SE who enjoys multiplying impact through partners while staying deeply technical and customer-obsessed. You will help shape how Tailscale scales through the channel at a pivotal growth stage.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with Channel Account Managers and AEs to identify, qualify, and close new and expansion opportunities through the channel.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead technical discovery, solution architecture, demos, and proofs-of-concept (POCs) for partner-sourced and co-sell deals, often involving multi-stakeholder enterprise or mid-market environments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Serve as a trusted technical advisor to partners and their end customers on zero-trust networking, secure connectivity, identity integrations, and emerging use cases (including AI gateway / Aperture-related scenarios \u0026amp;amp; PAM).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop and deliver partner technical enablement: training programs, certification content, demo environments, solution blueprints, reference architectures, and battle cards that help partners win and deploy Tailscale independently.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Architect and guide complex multi-party deals (partner + customer + Tailscale), aligning technical requirements with business outcomes and navigating competitive landscapes.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide structured field feedback from partners and joint customers to Product, Engineering, and GTM teams to influence roadmap priorities and packaging.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and maintain high-trust relationships with key technical stakeholders at strategic partners; act as the escalation point for advanced architectural and integration questions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate cross-functionally (Sales, Partner, Product, Customer Success, Support) to improve handoffs, technical win rates, and partner-sourced revenue.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Contribute to scalable SE processes, including reusable demo assets, partner-facing documentation, and best-practice playbooks.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;6+ years in a customer-facing Solutions Engineer, Sales Engineer, or Solutions Architect role within networking, security, infrastructure, or related software (prior experience supporting or selling through channel partners strongly preferred).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Direct experience enabling or co-selling with MSPs, OEMs, VARs, system integrators, or technology alliance partners in the networking, security, or cloud infrastructure space.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven track record of co-owning pipeline and influencing quota outcomes in partnership with sales and/or channel teams.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep understanding of zero-trust networking principles, secure remote access/connectivity, and identity \u0026amp;amp; access management integrations (SSO, SAML, OIDC, SCIM).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong networking fundamentals and troubleshooting skills: TCP/IP, DNS, routing, firewalls, NAT traversal, and related concepts.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on architecture and deployment experience with at least two major cloud providers (AWS, GCP, Azure) and hybrid environments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent communication and executive presence: ability to translate complex technical concepts into clear business value for both technical and non-technical audiences (partners, end customers, and internal stakeholders).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience designing and delivering technical training or enablement content.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfort operating in a high-growth, fully distributed environment with a high degree of autonomy and ownership.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Willingness to travel occasionally (approximately 15-25%) for partner workshops, key customer meetings, conferences, and internal collaboration.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Nice to Have\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Experience:\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Prior experience at a high-growth networking, security, or infrastructure SaaS company (WireGuard, VPN, SASE, ZTNA, PAM, or adjacent domains is a plus).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Background working with regulated industries or compliance frameworks (SOC 2, HIPAA, PCI, etc.) in a pre-sales context.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Technical Skills:\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Hands-on experience with scripting or automation (Python, Bash, Go, Terraform/HCL, K8s or similar) for demos, POCs, or partner tooling.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with AI gateway, LLM access governance, or related emerging use cases.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Knowledge of the competitive landscape in zero-trust, SASE, and secure connectivity solutions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Previous exposure to Tailscale, WireGuard, or similar mesh-networking technologies.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Enablement:\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience building reusable solution architectures, partner playbooks, or technical certification programs.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$335,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$335,000 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4710703005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4443041005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4710703005,"updated_at":"2026-07-30T11:43:08-04:00","requisition_id":"340","title":"Software Engineer, AI Enablement ","company_name":"Tailscale","first_published":"2026-07-24T17:24:48-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re seeking a talented and motivated full-time Software Engineer, AI Enablement to help Tailscale\u0026#39;s engineering organization get the most out of AI-assisted development. You\u0026#39;ll join a small, high-leverage team reporting to our co-founder, working alongside our first AI enablement engineer to build the tools, workflows, and practices that help every engineer at Tailscale build faster and more safely with AI. This is a foundational role — you\u0026#39;ll have real latitude to shape what AI enablement means here as we scale, with direct visibility into how the whole engineering org adopts these tools.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with engineering leadership and Tailscale\u0026#39;s technical staff to define and drive our internal AI-enablement roadmap.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with the team building Aperture by Tailscale, our AI gateway used both internally and offered as a product.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and iterate on the tools, workflows, and shared practices that help engineers get real value from coding agents — and evaluate new models and tools, making clear calls on what we adopt.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with engineering and non-engineering teams to find high-leverage opportunities to apply AI — this is a support function, so success means other teams shipping faster because of what you\u0026#39;ve built.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish the guardrails, review practices, and documentation that make AI-generated code safe to ship, and act as the internal advocate who helps teams adopt good practices without mandating a single tool.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Track adoption and measure the real impact of AI tooling on velocity and quality, and report back to leadership.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;5+ years of professional software engineering experience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Genuine, daily, hands-on fluency with modern AI coding tools (Claude Code, Codex, Pi, or similar) — real power-user experience, not occasional use\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building and shipping internal tools or developer-facing automation\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong written and verbal communication and internal advocacy skills — comfortable teaching, writing, and influencing engineers at very different comfort levels with AI tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A balanced approach — trying to get people to use AI effectively and safely where appropriate. We don\u0026#39;t have an \u0026#39;AI mandate\u0026#39;; we believe that if we make AI both easy to use and safe, people will choose to use it when appropriate.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfort with ambiguity and self-directed prioritization on a small, still-forming team\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Product or systems thinking — able to identify and prioritize high-leverage opportunities, not just execute a pre-set roadmap\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Prior experience in developer experience, platform engineering, or internal tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience evaluating or benchmarking LLMs and coding agents\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with a systems language such as Go or Rust, in addition to Python\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Background in security or code-review practices — helpful for reasoning about AI/agent-generated code, though you don\u0026#39;t need to be a security engineer\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience in developer relations, technical evangelism, or customer-facing developer advocacy — the same skills that make someone effective in external DevRel translate well to driving internal AI adoption\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Technical project management experience\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$218,420\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$302,840 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4015351005,"name":"Remote (United Kingdom)","location":"United Kingdom","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4710755005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4443041005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4710755005,"updated_at":"2026-07-30T11:43:22-04:00","requisition_id":"340","title":"Software Engineer, AI Enablement ","company_name":"Tailscale","first_published":"2026-07-24T17:24:55-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re seeking a talented and motivated full-time Software Engineer, AI Enablement to help Tailscale\u0026#39;s engineering organization get the most out of AI-assisted development. You\u0026#39;ll join a small, high-leverage team reporting to our co-founder, working alongside our first AI enablement engineer to build the tools, workflows, and practices that help every engineer at Tailscale build faster and more safely with AI. This is a foundational role — you\u0026#39;ll have real latitude to shape what AI enablement means here as we scale, with direct visibility into how the whole engineering org adopts these tools.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with engineering leadership and Tailscale\u0026#39;s technical staff to define and drive our internal AI-enablement roadmap.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with the team building Aperture by Tailscale, our AI gateway used both internally and offered as a product.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and iterate on the tools, workflows, and shared practices that help engineers get real value from coding agents — and evaluate new models and tools, making clear calls on what we adopt.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with engineering and non-engineering teams to find high-leverage opportunities to apply AI — this is a support function, so success means other teams shipping faster because of what you\u0026#39;ve built.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish the guardrails, review practices, and documentation that make AI-generated code safe to ship, and act as the internal advocate who helps teams adopt good practices without mandating a single tool.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Track adoption and measure the real impact of AI tooling on velocity and quality, and report back to leadership.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;5+ years of professional software engineering experience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Genuine, daily, hands-on fluency with modern AI coding tools (Claude Code, Codex, Pi, or similar) — real power-user experience, not occasional use\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building and shipping internal tools or developer-facing automation\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong written and verbal communication and internal advocacy skills — comfortable teaching, writing, and influencing engineers at very different comfort levels with AI tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A balanced approach — trying to get people to use AI effectively and safely where appropriate. We don\u0026#39;t have an \u0026#39;AI mandate\u0026#39;; we believe that if we make AI both easy to use and safe, people will choose to use it when appropriate.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfort with ambiguity and self-directed prioritization on a small, still-forming team\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Product or systems thinking — able to identify and prioritize high-leverage opportunities, not just execute a pre-set roadmap\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Prior experience in developer experience, platform engineering, or internal tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience evaluating or benchmarking LLMs and coding agents\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with a systems language such as Go or Rust, in addition to Python\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Background in security or code-review practices — helpful for reasoning about AI/agent-generated code, though you don\u0026#39;t need to be a security engineer\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience in developer relations, technical evangelism, or customer-facing developer advocacy — the same skills that make someone effective in external DevRel translate well to driving internal AI adoption\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Technical project management experience\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$163,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$226,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4015351005,"name":"Remote (United Kingdom)","location":"United Kingdom","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4718557005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4443041005,"location":{"name":"Remote (United Kingdom)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4718557005,"updated_at":"2026-07-30T11:43:31-04:00","requisition_id":"340","title":"Software Engineer, AI Enablement ","company_name":"Tailscale","first_published":"2026-07-24T17:25:02-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re seeking a talented and motivated full-time Software Engineer, AI Enablement to help Tailscale\u0026#39;s engineering organization get the most out of AI-assisted development. You\u0026#39;ll join a small, high-leverage team reporting to our co-founder, working alongside our first AI enablement engineer to build the tools, workflows, and practices that help every engineer at Tailscale build faster and more safely with AI. This is a foundational role — you\u0026#39;ll have real latitude to shape what AI enablement means here as we scale, with direct visibility into how the whole engineering org adopts these tools.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with engineering leadership and Tailscale\u0026#39;s technical staff to define and drive our internal AI-enablement roadmap.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work closely with the team building Aperture by Tailscale, our AI gateway used both internally and offered as a product.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build and iterate on the tools, workflows, and shared practices that help engineers get real value from coding agents — and evaluate new models and tools, making clear calls on what we adopt.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with engineering and non-engineering teams to find high-leverage opportunities to apply AI — this is a support function, so success means other teams shipping faster because of what you\u0026#39;ve built.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish the guardrails, review practices, and documentation that make AI-generated code safe to ship, and act as the internal advocate who helps teams adopt good practices without mandating a single tool.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Track adoption and measure the real impact of AI tooling on velocity and quality, and report back to leadership.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;5+ years of professional software engineering experience\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Genuine, daily, hands-on fluency with modern AI coding tools (Claude Code, Codex, Pi, or similar) — real power-user experience, not occasional use\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building and shipping internal tools or developer-facing automation\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong written and verbal communication and internal advocacy skills — comfortable teaching, writing, and influencing engineers at very different comfort levels with AI tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;A balanced approach — trying to get people to use AI effectively and safely where appropriate. We don\u0026#39;t have an \u0026#39;AI mandate\u0026#39;; we believe that if we make AI both easy to use and safe, people will choose to use it when appropriate.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfort with ambiguity and self-directed prioritization on a small, still-forming team\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Product or systems thinking — able to identify and prioritize high-leverage opportunities, not just execute a pre-set roadmap\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Prior experience in developer experience, platform engineering, or internal tooling\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience evaluating or benchmarking LLMs and coding agents\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with a systems language such as Go or Rust, in addition to Python\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Background in security or code-review practices — helpful for reasoning about AI/agent-generated code, though you don\u0026#39;t need to be a security engineer\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience in developer relations, technical evangelism, or customer-facing developer advocacy — the same skills that make someone effective in external DevRel translate well to driving internal AI adoption\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Technical project management experience\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;UK Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;£128,770\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;£178,540 GBP\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4015351005,"name":"Remote (United Kingdom)","location":"United Kingdom","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4715448005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4445171005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4715448005,"updated_at":"2026-07-30T11:45:07-04:00","requisition_id":"353","title":"Software Engineer, Networking (Edge)","company_name":"Tailscale","first_published":"2026-07-29T15:13:28-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a skilled and diligent full-time Software Engineer to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Utilize extensive network engineering knowledge coupled with software development and SRE/DevOps proficiency to design, construct, and oversee Tailscale’s global Funnel and DERP relay infrastructure.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Promote operational excellence and automation to guarantee the scalability, high availability, and performance of hosted services.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Offer architectural guidance and troubleshoot escalated networking problems for customers to address intricate connectivity issues.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with internal engineering and product groups to advance hosted services and clients, ensuring updates provide broad value to our customer base.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support network connectivity capabilities and features by contributing to the open-source client code and developing the Tailscale product dataplane.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Design, construct, evaluate, and provide documentation for networking features, connectivity solutions, and the open-source client-code network dataplane.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Enhance and iterate on product capabilities, specifically focusing on Funnel and DERP relay infrastructures and their associated network protocols.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Investigate and rectify complex, escalated network difficulties encountered across diverse technical environments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain accountability for Tailscale\u0026#39;s live services by integrating observability, engaging in incident management, and managing technical support escalations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Evaluate and boost the performance, reliability, and scaling capabilities of our networking resources and systems.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Apply a security-centric approach to every stage of development, from initial design to final implementation of networking components.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Proven track record in networking software development and troubleshooting\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Expertise in core networking principles such as VPNs, NAT traversal, routing, and IP addressing\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with distributed systems, maintaining global-scale services, and applying SRE \u0026amp;amp; DevOps methodologies\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Most of the systems are developed in the Go programming language. Experience with Go is highly desired.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong interpersonal skills for exchanging constructive feedback and the autonomy to work solo\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Adaptability to thrive within a fast-paced startup environment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Superior communication abilities, both in writing and speaking\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$163,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$204,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4715447005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4445171005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4715447005,"updated_at":"2026-07-30T11:44:59-04:00","requisition_id":"353","title":"Software Engineer, Networking (Edge)","company_name":"Tailscale","first_published":"2026-07-29T15:13:27-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a skilled and diligent full-time Software Engineer to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Utilize extensive network engineering knowledge coupled with software development and SRE/DevOps proficiency to design, construct, and oversee Tailscale’s global Funnel and DERP relay infrastructure.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Promote operational excellence and automation to guarantee the scalability, high availability, and performance of hosted services.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Offer architectural guidance and troubleshoot escalated networking problems for customers to address intricate connectivity issues.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with internal engineering and product groups to advance hosted services and clients, ensuring updates provide broad value to our customer base.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support network connectivity capabilities and features by contributing to the open-source client code and developing the Tailscale product dataplane.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a strongly motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Design, construct, evaluate, and provide documentation for networking features, connectivity solutions, and the open-source client-code network dataplane.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Enhance and iterate on product capabilities, specifically focusing on Funnel and DERP relay infrastructures and their associated network protocols.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Investigate and rectify complex, escalated network difficulties encountered across diverse technical environments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Maintain accountability for Tailscale\u0026#39;s live services by integrating observability, engaging in incident management, and managing technical support escalations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Evaluate and boost the performance, reliability, and scaling capabilities of our networking resources and systems.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Apply a security-centric approach to every stage of development, from initial design to final implementation of networking components.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Proven track record in networking software development and troubleshooting\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Expertise in core networking principles such as VPNs, NAT traversal, routing, and IP addressing\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with distributed systems, maintaining global-scale services, and applying SRE \u0026amp;amp; DevOps methodologies\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Most of the systems are developed in the Go programming language. Experience with Go is highly desired.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong interpersonal skills for exchanging constructive feedback and the autonomy to work solo\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Adaptability to thrive within a fast-paced startup environment\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Superior communication abilities, both in writing and speaking\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$218,420\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$273,360 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4721713005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448297005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4721713005,"updated_at":"2026-08-05T15:04:37-04:00","requisition_id":"EVG-PRS","title":"Software Engineer, Strategic Projects","company_name":"Tailscale","first_published":"2026-08-05T15:04:37-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Join our Strategic Projects team, reporting to the team\u0026#39;s Engineering Manager and ultimately into our co-founder and Chief Strategy Officer. This team exists to show developers and organizations why Tailscale should be their default connectivity substrate, both for internal infrastructure and for embedding into customer-facing products. Aperture, our identity-aware LLM gateway, is one such initiative.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This is an AI-native team. We use coding agents heavily as a force multiplier and expect every engineer to be a power user. Our customers demand a high bar on code quality, security, and operational rigour, and we treat that as a reason to use every tool available, including LLMs and coding agents, to ship fast without compromising it.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We move fast from idea to prototype, and we\u0026#39;re growing the side of the team that\u0026#39;s energized by the path from prototype to dependable product. You\u0026#39;ll work shoulder-to-shoulder with product-minded engineers from the moment an idea takes shape, shaping how it\u0026#39;s built so it holds up later, and co-owning the work of making it production-grade: stable, observable, maintainable, and ready for real customer load. You\u0026#39;re the kind of engineer who finds the long tail of development genuinely satisfying, the edge cases, the failure modes, the tests and runbooks, the details that turn a sharp demo into something customers can rely on.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll work directly with reference customers on integrations and own the production bar on prototypes that graduate into Tailscale\u0026#39;s product surface area, ensuring the security, review, and operational practices that wrap around agent-generated code actually hold in production.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is fully remote, this team operates with significant ambiguity, and the shipping cadence is fast. Comfort working asynchronously and collaborating with highly technical customers is essential.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with product-minded engineers from the start, shaping prototypes (MCP gateways, LLM proxies, sandboxes, remote servers, and similar emerging workloads) so the path to production is built in, not bolted on.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Co-own the journey from \u0026quot;works in a demo\u0026quot; to \u0026quot;stable in production\u0026quot;: hardening, error handling, observability, and operational tooling.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own the production bar on prototypes that graduate into Tailscale\u0026#39;s product surface area, including the security and review practices that wrap around agent-generated code.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work with reference customers to integrate Tailscale, both for internal adoption (VPN replacement with identity-aware networking) and for embedding into their products, with particular attention to reliability, maintainability, and long-term supportability.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Find and close the long-tail gaps, edge cases, regressions, flaky behavior, missing tests, undocumented operational knowledge, that separate a prototype from a dependable product.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish and maintain the review, testing, and security practices that let the team ship agent-generated code fast without compromising the production bar.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Light travel required (\u0026amp;lt;10%): primarily team and company onsites, with optional conferences or customer visits concentrated in North America.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Ideal candidates will have experience taking software from prototype to production in startup-like environments. We don\u0026#39;t expect expertise with every aspect listed below. Let us know where you feel you have the most experience and where you\u0026#39;d like to keep developing.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Strong at hardening, stabilizing, and maintaining production software; you take satisfaction in detail-oriented work and in closing the long tail of bugs, edge cases, and operational gaps.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Go experience is a must; comfort integrating third-party APIs; basic networking.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Heavy daily use of coding agents (Claude Code, Cursor, or similar) and LLMs in your engineering workflow, with a point of view on where they accelerate work, where they fail, and especially how to wrap them in the review, testing, and security practices that hold the production bar.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Enjoy collaborating closely with exploratory, product-minded engineers and jointly owning the work of getting something solid into production.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfort with the cadence of a strategy team at an early-ish startup: priorities shift with market signal, prototype-to-production timelines are short, and the bar on what ships stays high regardless.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Thrive working independently in a remote environment.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience operating production services: observability, on-call, incident response, performance and reliability work.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Validating prototype code for production use alongside security teams.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Identity infrastructure: IdP platforms, identity sync/provisioning, directory services; authentication protocols (OAuth, OIDC, SAML, SCIM); access control models (RBAC/ABAC), session management, MFA, passwordless auth.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Building applications on top of LLMs and agentic systems (not just using them as dev tools).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with Tailscale itself and with networking challenges in multi-cloud and hybrid deployments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Open source community participation; experience producing publicly-visible artifacts (blog posts, talks, reference implementations).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Python, Rust, and/or TypeScript.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Why You\u0026#39;ll Enjoy Working With Us\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Work shoulder-to-shoulder with sharp engineers to turn promising prototypes into products customers depend on.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work alongside reference customers on real integrations rather than abstract roadmaps.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Shape emerging AI connectivity standards and Tailscale\u0026#39;s product strategy.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with a small team of motivated, sharp, and fun engineers in a fast-paced, dynamic environment.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$218,420\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$302,840 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4146810005,"name":"Strategic Projects","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4721714005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448297005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4721714005,"updated_at":"2026-08-05T15:04:38-04:00","requisition_id":"EVG-PRS","title":"Software Engineer, Strategic Projects","company_name":"Tailscale","first_published":"2026-08-05T15:04:38-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Join our Strategic Projects team, reporting to the team\u0026#39;s Engineering Manager and ultimately into our co-founder and Chief Strategy Officer. This team exists to show developers and organizations why Tailscale should be their default connectivity substrate, both for internal infrastructure and for embedding into customer-facing products. Aperture, our identity-aware LLM gateway, is one such initiative.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This is an AI-native team. We use coding agents heavily as a force multiplier and expect every engineer to be a power user. Our customers demand a high bar on code quality, security, and operational rigour, and we treat that as a reason to use every tool available, including LLMs and coding agents, to ship fast without compromising it.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We move fast from idea to prototype, and we\u0026#39;re growing the side of the team that\u0026#39;s energized by the path from prototype to dependable product. You\u0026#39;ll work shoulder-to-shoulder with product-minded engineers from the moment an idea takes shape, shaping how it\u0026#39;s built so it holds up later, and co-owning the work of making it production-grade: stable, observable, maintainable, and ready for real customer load. You\u0026#39;re the kind of engineer who finds the long tail of development genuinely satisfying, the edge cases, the failure modes, the tests and runbooks, the details that turn a sharp demo into something customers can rely on.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll work directly with reference customers on integrations and own the production bar on prototypes that graduate into Tailscale\u0026#39;s product surface area, ensuring the security, review, and operational practices that wrap around agent-generated code actually hold in production.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is fully remote, this team operates with significant ambiguity, and the shipping cadence is fast. Comfort working asynchronously and collaborating with highly technical customers is essential.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with product-minded engineers from the start, shaping prototypes (MCP gateways, LLM proxies, sandboxes, remote servers, and similar emerging workloads) so the path to production is built in, not bolted on.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Co-own the journey from \u0026quot;works in a demo\u0026quot; to \u0026quot;stable in production\u0026quot;: hardening, error handling, observability, and operational tooling.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Own the production bar on prototypes that graduate into Tailscale\u0026#39;s product surface area, including the security and review practices that wrap around agent-generated code.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work with reference customers to integrate Tailscale, both for internal adoption (VPN replacement with identity-aware networking) and for embedding into their products, with particular attention to reliability, maintainability, and long-term supportability.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Find and close the long-tail gaps, edge cases, regressions, flaky behavior, missing tests, undocumented operational knowledge, that separate a prototype from a dependable product.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Establish and maintain the review, testing, and security practices that let the team ship agent-generated code fast without compromising the production bar.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Light travel required (\u0026amp;lt;10%): primarily team and company onsites, with optional conferences or customer visits concentrated in North America.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Ideal candidates will have experience taking software from prototype to production in startup-like environments. We don\u0026#39;t expect expertise with every aspect listed below. Let us know where you feel you have the most experience and where you\u0026#39;d like to keep developing.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Strong at hardening, stabilizing, and maintaining production software; you take satisfaction in detail-oriented work and in closing the long tail of bugs, edge cases, and operational gaps.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Go experience is a must; comfort integrating third-party APIs; basic networking.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Heavy daily use of coding agents (Claude Code, Cursor, or similar) and LLMs in your engineering workflow, with a point of view on where they accelerate work, where they fail, and especially how to wrap them in the review, testing, and security practices that hold the production bar.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Enjoy collaborating closely with exploratory, product-minded engineers and jointly owning the work of getting something solid into production.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfort with the cadence of a strategy team at an early-ish startup: priorities shift with market signal, prototype-to-production timelines are short, and the bar on what ships stays high regardless.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Thrive working independently in a remote environment.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience operating production services: observability, on-call, incident response, performance and reliability work.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Validating prototype code for production use alongside security teams.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Identity infrastructure: IdP platforms, identity sync/provisioning, directory services; authentication protocols (OAuth, OIDC, SAML, SCIM); access control models (RBAC/ABAC), session management, MFA, passwordless auth.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Building applications on top of LLMs and agentic systems (not just using them as dev tools).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with Tailscale itself and with networking challenges in multi-cloud and hybrid deployments.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Open source community participation; experience producing publicly-visible artifacts (blog posts, talks, reference implementations).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Python, Rust, and/or TypeScript.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Why You\u0026#39;ll Enjoy Working With Us\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Work shoulder-to-shoulder with sharp engineers to turn promising prototypes into products customers depend on.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work alongside reference customers on real integrations rather than abstract roadmaps.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Shape emerging AI connectivity standards and Tailscale\u0026#39;s product strategy.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with a small team of motivated, sharp, and fun engineers in a fast-paced, dynamic environment.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$163,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$226,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4146810005,"name":"Strategic Projects","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4715836005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4445330005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4715836005,"updated_at":"2026-07-30T11:47:13-04:00","requisition_id":"EVG-SEES","title":"Solutions Engineer - Commercial (Expansion Sales)","company_name":"Tailscale","first_published":"2026-07-28T17:19:49-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor to customers. This role blends deep networking and security expertise with strong sales acumen to win competitive deals, scale enablement, and influence product direction.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with AEs to identify, qualify, and close new Commercial customer opportunities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Guide complex multi-stakeholder deals, aligning technical and business objectives.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide structured feedback to shape product roadmap and GTM strategy.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build scalable enablement resources, demo environments, and solution blueprints for the SE team.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;4/5+ years in a customer-facing SE/SA role within networking or security software\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven experience co-owning pipeline and influencing quota outcomes with Sales\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and audit\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controls (e.g., Border0, CyberArk, Teleport)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with infrastructure as code tools such as Terraform, Pulumi, Ansible, or CloudFormation\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on architecture experience with AWS, GCP, and/or Azure\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent communication skills, capable of translating technical features into business value\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience thriving in high-growth or startup environments\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$150,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$200,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4715835005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4445330005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4715835005,"updated_at":"2026-07-30T11:46:56-04:00","requisition_id":"EVG-SEES","title":"Solutions Engineer - Commercial (Expansion Sales)","company_name":"Tailscale","first_published":"2026-07-28T17:19:41-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor to customers. This role blends deep networking and security expertise with strong sales acumen to win competitive deals, scale enablement, and influence product direction.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with AEs to identify, qualify, and close new Commercial customer opportunities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Guide complex multi-stakeholder deals, aligning technical and business objectives.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide structured feedback to shape product roadmap and GTM strategy.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build scalable enablement resources, demo environments, and solution blueprints for the SE team.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;4/5+ years in a customer-facing SE/SA role within networking or security software\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven experience co-owning pipeline and influencing quota outcomes with Sales\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and audit\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controls (e.g., Border0, CyberArk, Teleport)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with infrastructure as code tools such as Terraform, Pulumi, Ansible, or CloudFormation\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on architecture experience with AWS, GCP, and/or Azure\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent communication skills, capable of translating technical features into business value\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience thriving in high-growth or startup environments\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$201,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$268,000 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4722326005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448612005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4722326005,"updated_at":"2026-08-07T13:22:03-04:00","requisition_id":"EVG-SENB","title":"Solutions Engineer - Commercial (New Business)","company_name":"Tailscale","first_published":"2026-08-07T13:22:03-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor to customers. This role blends deep networking and security expertise with strong sales acumen to win competitive deals, scale enablement, and influence product direction.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with AEs to identify, qualify, and close new Commercial customer opportunities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Guide complex multi-stakeholder deals, aligning technical and business objectives.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide structured feedback to shape product roadmap and GTM strategy.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build scalable enablement resources, demo environments, and solution blueprints for the SE team.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;4/5+ years in a customer-facing SE/SA role within networking or security software.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven experience co-owning pipeline and influencing quota outcomes with Sales.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and audit\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controls (e.g., Border0, CyberArk, Teleport).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with infrastructure as code tools such as Terraform, Pulumi, Ansible, or CloudFormation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on architecture experience with AWS, GCP, and/or Azure.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent communication skills, capable of translating technical features into business value.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience thriving in high-growth or startup environments.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$150,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$200,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4722325005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448612005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4722325005,"updated_at":"2026-08-07T13:22:02-04:00","requisition_id":"EVG-SENB","title":"Solutions Engineer - Commercial (New Business)","company_name":"Tailscale","first_published":"2026-08-07T13:22:02-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor to customers. This role blends deep networking and security expertise with strong sales acumen to win competitive deals, scale enablement, and influence product direction.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Partner with AEs to identify, qualify, and close new Commercial customer opportunities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Guide complex multi-stakeholder deals, aligning technical and business objectives.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Provide structured feedback to shape product roadmap and GTM strategy.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build scalable enablement resources, demo environments, and solution blueprints for the SE team.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;4/5+ years in a customer-facing SE/SA role within networking or security software.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proven experience co-owning pipeline and influencing quota outcomes with Sales.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and audit\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controls (e.g., Border0, CyberArk, Teleport).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with infrastructure as code tools such as Terraform, Pulumi, Ansible, or CloudFormation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Hands-on architecture experience with AWS, GCP, and/or Azure.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent communication skills, capable of translating technical features into business value.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience thriving in high-growth or startup environments.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;description\u0026quot;\u0026gt;\u0026lt;p\u0026gt;For this position, our pay ranges reflect target OTE (on target earnings), inclusive of base salary and variable compensation tied to the attainment of quarterly sales targets.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range (OTE)\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$201,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$268,000 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019621005,"name":"Sales","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4722343005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448623005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4722343005,"updated_at":"2026-08-17T12:54:55-04:00","requisition_id":"381","title":"Technical Growth Content Specialist","company_name":"Tailscale","first_published":"2026-08-17T12:54:55-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re looking for a Technical Growth Content Specialist to create educational content that helps enterprise buyers and technical practitioners discover, evaluate, and adopt Tailscale.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role sits at the intersection of technical writing, content marketing, developer education, and product storytelling. Working closely with the AI \u0026amp;amp; Organic Search Manager, you\u0026#39;ll transform customer questions, product launches, search insights, and emerging industry trends into technically accurate content that performs across traditional search engines and AI-powered discovery platforms (ChatGPT, Gemini, AI Overviews), and the social channels where technical audiences discover tools today.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Success isn\u0026#39;t measured by how much content you publish, it\u0026#39;s measured by the quality, usefulness, and business impact of the content you create. You\u0026#39;ll build with the product, collaborate with technical subject matter experts, and create tutorials, implementation guides, comparison pages, demos, and educational resources that earn trust with enterprise audiences and support Tailscale\u0026#39;s growth.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We’re looking for someone who has made a significant impact on metrics as a content writer. This is a growth-centered position that will be accountable for specific metrics each quarter.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Create hyper-relevant content that drives measurable growth by turning search insights, customer questions, and real-time community signals into high-impact content.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Monitor conversations across Twitter, Hacker News, and Reddit, and turn emerging questions and trends into timely content, often same-week, sometimes same-day.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with the AI \u0026amp;amp; Organic Search Manager to turn discoverability opportunities into high-impact content.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build hands-on experience with Tailscale to create credible, practical technical content.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Produce content at a high velocity while maintaining a high bar for technical accuracy and editorial quality.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with Product Marketing, Product, Engineering, Developer Relations, Docs, and subject matter experts to ensure content is accurate and useful.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Refresh, expand, and optimize existing content based on performance insights and customer feedback.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop an AI-first content program that turns search, customer, product, and performance insights into high-quality content faster.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support strategic initiatives with technical content that drives metrics like self-serve revenue and product adoption.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;3–6+ years of experience in growth technical content marketing, technical writing, developer marketing, journalism, or a related field\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Exceptional writing and editing skills with the ability to explain complex technical concepts clearly\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with SEO and AI discoverability best practices\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Highly curious with a hunger to learn and jump head-first into tough challenges\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience creating educational content for technical or enterprise audiences\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable learning new technologies and building with products to create authentic technical content\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience using AI tools to research, draft, and improve content quality and production speed\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong collaboration skills and the ability to work closely with engineering, product, and marketing teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent project management and organizational skills\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience marketing developer tools, infrastructure, networking, cybersecurity, or B2B SaaS products\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with GitHub, Markdown, HTML, or static site generators\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building sample applications, demos, or interactive technical resources\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Basic familiarity with scripting or programming languages such as Python, JavaScript, or Go\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience creating videos, diagrams, or other technical educational content\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;An active presence in developer communities through writing, speaking, open source, or personal projects\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;An existing audience on Twitter/X, or a personal blog in the AI space\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building content clusters that drive topical authority and compounding growth\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$127,300\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$159,460 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019623005,"name":"Marketing","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4722356005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4448623005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4722356005,"updated_at":"2026-08-17T12:54:56-04:00","requisition_id":"381","title":"Technical Growth Content Specialist","company_name":"Tailscale","first_published":"2026-08-17T12:54:56-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We\u0026#39;re looking for a Technical Growth Content Specialist to create educational content that helps enterprise buyers and technical practitioners discover, evaluate, and adopt Tailscale.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;This role sits at the intersection of technical writing, content marketing, developer education, and product storytelling. Working closely with the AI \u0026amp;amp; Organic Search Manager, you\u0026#39;ll transform customer questions, product launches, search insights, and emerging industry trends into technically accurate content that performs across traditional search engines and AI-powered discovery platforms (ChatGPT, Gemini, AI Overviews), and the social channels where technical audiences discover tools today.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Success isn\u0026#39;t measured by how much content you publish, it\u0026#39;s measured by the quality, usefulness, and business impact of the content you create. You\u0026#39;ll build with the product, collaborate with technical subject matter experts, and create tutorials, implementation guides, comparison pages, demos, and educational resources that earn trust with enterprise audiences and support Tailscale\u0026#39;s growth.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;We’re looking for someone who has made a significant impact on metrics as a content writer. This is a growth-centered position that will be accountable for specific metrics each quarter.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Create hyper-relevant content that drives measurable growth by turning search insights, customer questions, and real-time community signals into high-impact content.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Monitor conversations across Twitter, Hacker News, and Reddit, and turn emerging questions and trends into timely content, often same-week, sometimes same-day.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with the AI \u0026amp;amp; Organic Search Manager to turn discoverability opportunities into high-impact content.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build hands-on experience with Tailscale to create credible, practical technical content.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Produce content at a high velocity while maintaining a high bar for technical accuracy and editorial quality.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Partner with Product Marketing, Product, Engineering, Developer Relations, Docs, and subject matter experts to ensure content is accurate and useful.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Refresh, expand, and optimize existing content based on performance insights and customer feedback.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop an AI-first content program that turns search, customer, product, and performance insights into high-quality content faster.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Support strategic initiatives with technical content that drives metrics like self-serve revenue and product adoption.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;3–6+ years of experience in growth technical content marketing, technical writing, developer marketing, journalism, or a related field\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Exceptional writing and editing skills with the ability to explain complex technical concepts clearly\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with SEO and AI discoverability best practices\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Highly curious with a hunger to learn and jump head-first into tough challenges\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience creating educational content for technical or enterprise audiences\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Comfortable learning new technologies and building with products to create authentic technical content\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience using AI tools to research, draft, and improve content quality and production speed\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong collaboration skills and the ability to work closely with engineering, product, and marketing teams\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent project management and organizational skills\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience marketing developer tools, infrastructure, networking, cybersecurity, or B2B SaaS products\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with GitHub, Markdown, HTML, or static site generators\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building sample applications, demos, or interactive technical resources\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Basic familiarity with scripting or programming languages such as Python, JavaScript, or Go\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience creating videos, diagrams, or other technical educational content\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;An active presence in developer communities through writing, speaking, open source, or personal projects\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;An existing audience on Twitter/X, or a personal blog in the AI space\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience building content clusters that drive topical authority and compounding growth\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$95,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$119,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019623005,"name":"Marketing","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4725881005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4450387005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4725881005,"updated_at":"2026-08-21T14:16:36-04:00","requisition_id":"391","title":"UX Researcher (Growth)","company_name":"Tailscale","first_published":"2026-08-20T17:15:06-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;This is a dedicated growth research role. You\u0026#39;ll run studies — usability testing, survey research, experimental studies — and collaborate on findings with the Product Growth team. The role is specifically focused on growth-related product surfaces, onboarding flows, acquisition and activation funnels, and the questions that emerge from the growth team\u0026#39;s experiment pipeline. It is not focused on generative research for new product development; you will be helping tune and refine delivery of value, though you will partner with other researchers to identify and address fundamental product issues that limit product-led growth.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll report to the design manager and work most closely with the Growth PM and Growth Designers on a day-to-day basis. The staff UX researcher will be your primary resource for methods and bigger-picture research context. The role is designed to grow from running studies from the team\u0026#39;s pipeline and building domain expertise, towards owning the research agenda for growth-related areas with increasing independence.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;h4\u0026gt;Research\u0026lt;/h4\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Run growth research studies.\u0026lt;/strong\u0026gt; Your core responsibility is conducting research that supports the growth team\u0026#39;s experiment pipeline and tactical questions.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own the full study lifecycle for growth research: scoping, recruiting, conducting, analyzing, and communicating results.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Design studies and instruments to conduct evaluation and diagnostic discovery for adoption experiences. This includes:\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Behavioural research: moderated and unmoderated usability tests for both formative and evaluative goals. You should be comfortable with experimental methods and able to navigate quantitative statistics for user research.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Interviews, mixed methods, and longitudinal studies (eg diary studies) with users and representative populations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Standalone surveys and feedback forms (triggered at different parts of the adoption lifecycle)\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;Analyse behavioural data available from logs and use that to inform research thinking, validate hypotheses, and triangulate with experimental/unmoderated test data.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Look through other data (community forums, feedback forms, etc.) to proactively identify research opportunities\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Identify user needs during trial, proof of concept, and adoption phases\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Model and map adoption behaviours, and define personas accordingly\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Over time, work towards surfacing research opportunities independently and managing a research program for the growth team.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Partner with the growth team.\u0026lt;/strong\u0026gt; You\u0026#39;ll work directly with the Growth PM and Growth Designers to translate hypotheses into study designs and bring findings back in actionable formats.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Help the growth team test and validate designs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Identify frictions and problems with product adoption.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Based on research insights, suggest experiment and design ideas.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work in tandem with the growth team\u0026#39;s experiment and A/B testing cadence.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Communicate often and quickly about ongoing work, and involve them deeply in the research process as appropriate\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h4\u0026gt;Domain expertise\u0026lt;/h4\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Build growth domain expertise.\u0026lt;/strong\u0026gt; The first six months are primarily about learning the product, the growth model, and what the team has already tested and learned.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Develop expertise and deep knowledge in how users find, try, and adopt Tailscale\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Over time, extend into adjacent revenue-facing areas: pricing and packaging research, billing and SKU questions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with other researchers to find and address research questions related to the above.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;5+ years of experience in UX research or related applied research field\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong quantitative research skills: survey design, experimental methods, statistical analysis\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Solid usability testing skills across both moderated and unmoderated methods, and expertise using one or more testing platforms\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Fluency with quantitative data analysis: experimental design, survey methodology, and inferential statistics\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience independently managing study logistics: recruiting, scheduling, compensation\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Clear, effective communicator who can tailor findings for product and engineering audiences\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working in a SaaS or B2B product environment\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;You Might Be a Good Fit If\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;ve worked in SaaS, B2B, or enterprise product environments and have worked on research that supports product-led growth.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You have a background in human factors, behavioural psychology, HCI.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You like running studies end-to-end to solve a UX problem, and find satisfaction in the craft of well-designed research series focused on small details of the experience.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;re interested in how users find, try, and adopt products: acquisition and activation questions energize you.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You are comfortable running scrappy, quick research projects but know when to seek greater rigor.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;re early-mid-career looking for room to grow, and not looking for immediate strategic ownership.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience with growth or acquisition research specifically\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with advanced quantitative data analysis for user research\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience in enterprise SaaS or technical product domains\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with A/B testing frameworks and how research supports experimentation programs\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$195,640\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$245,220 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039980005,"name":"Design","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4725885005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4450387005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4725885005,"updated_at":"2026-08-21T14:16:47-04:00","requisition_id":"391","title":"UX Researcher (Growth)","company_name":"Tailscale","first_published":"2026-08-20T17:15:07-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;This is a dedicated growth research role. You\u0026#39;ll run studies — usability testing, survey research, experimental studies — and collaborate on findings with the Product Growth team. The role is specifically focused on growth-related product surfaces, onboarding flows, acquisition and activation funnels, and the questions that emerge from the growth team\u0026#39;s experiment pipeline. It is not focused on generative research for new product development; you will be helping tune and refine delivery of value, though you will partner with other researchers to identify and address fundamental product issues that limit product-led growth.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll report to the design manager and work most closely with the Growth PM and Growth Designers on a day-to-day basis. The staff UX researcher will be your primary resource for methods and bigger-picture research context. The role is designed to grow from running studies from the team\u0026#39;s pipeline and building domain expertise, towards owning the research agenda for growth-related areas with increasing independence.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;h4\u0026gt;Research\u0026lt;/h4\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Run growth research studies.\u0026lt;/strong\u0026gt; Your core responsibility is conducting research that supports the growth team\u0026#39;s experiment pipeline and tactical questions.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own the full study lifecycle for growth research: scoping, recruiting, conducting, analyzing, and communicating results.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Design studies and instruments to conduct evaluation and diagnostic discovery for adoption experiences. This includes:\u0026lt;/li\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Behavioural research: moderated and unmoderated usability tests for both formative and evaluative goals. You should be comfortable with experimental methods and able to navigate quantitative statistics for user research.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Interviews, mixed methods, and longitudinal studies (eg diary studies) with users and representative populations.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Standalone surveys and feedback forms (triggered at different parts of the adoption lifecycle)\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;li\u0026gt;Analyse behavioural data available from logs and use that to inform research thinking, validate hypotheses, and triangulate with experimental/unmoderated test data.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Look through other data (community forums, feedback forms, etc.) to proactively identify research opportunities\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Identify user needs during trial, proof of concept, and adoption phases\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Model and map adoption behaviours, and define personas accordingly\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Over time, work towards surfacing research opportunities independently and managing a research program for the growth team.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Partner with the growth team.\u0026lt;/strong\u0026gt; You\u0026#39;ll work directly with the Growth PM and Growth Designers to translate hypotheses into study designs and bring findings back in actionable formats.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Help the growth team test and validate designs.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Identify frictions and problems with product adoption.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Based on research insights, suggest experiment and design ideas.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work in tandem with the growth team\u0026#39;s experiment and A/B testing cadence.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Communicate often and quickly about ongoing work, and involve them deeply in the research process as appropriate\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h4\u0026gt;Domain expertise\u0026lt;/h4\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Build growth domain expertise.\u0026lt;/strong\u0026gt; The first six months are primarily about learning the product, the growth model, and what the team has already tested and learned.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Develop expertise and deep knowledge in how users find, try, and adopt Tailscale\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Over time, extend into adjacent revenue-facing areas: pricing and packaging research, billing and SKU questions.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Collaborate with other researchers to find and address research questions related to the above.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;5+ years of experience in UX research or related applied research field\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong quantitative research skills: survey design, experimental methods, statistical analysis\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Solid usability testing skills across both moderated and unmoderated methods, and expertise using one or more testing platforms\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Fluency with quantitative data analysis: experimental design, survey methodology, and inferential statistics\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience independently managing study logistics: recruiting, scheduling, compensation\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Clear, effective communicator who can tailor findings for product and engineering audiences\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working in a SaaS or B2B product environment\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;You Might Be a Good Fit If\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;ve worked in SaaS, B2B, or enterprise product environments and have worked on research that supports product-led growth.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You have a background in human factors, behavioural psychology, HCI.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You like running studies end-to-end to solve a UX problem, and find satisfaction in the craft of well-designed research series focused on small details of the experience.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;re interested in how users find, try, and adopt products: acquisition and activation questions energize you.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You are comfortable running scrappy, quick research projects but know when to seek greater rigor.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;re early-mid-career looking for room to grow, and not looking for immediate strategic ownership.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience with growth or acquisition research specifically\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with advanced quantitative data analysis for user research\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience in enterprise SaaS or technical product domains\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with A/B testing frameworks and how research supports experimentation programs\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$146,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$183,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039980005,"name":"Design","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4725870005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4450377005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4725870005,"updated_at":"2026-08-21T14:16:09-04:00","requisition_id":"390","title":"UX Researcher (Mixed Methods)","company_name":"Tailscale","first_published":"2026-08-20T17:15:11-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;This role is a hybrid of UX research and research operations: you\u0026#39;ll conduct research, primarily usability and quality-validation testing, and you\u0026#39;ll maintain the social and technical systems that make research at Tailscale repeatable and scalable.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll report to the design manager and work closely with the current UX researcher, who will remain the team\u0026#39;s strategic research lead. Day to day, you\u0026#39;ll also work with product designers, product managers, and engineers across the organization. Initially, you will be focused on handling a backlog of studies, with a heavy focus on one large ongoing project. Over time, you will grow towards owning the research direction for one or more product areas with increasing autonomy.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll have significant autonomy on what to prioritize, with support and partnership from the staff researcher and design leadership. Initially your work will be more reactive, and dependent on teams that are currently shifting their planning and delivery rhythms, and reorganizing and re-scoping work. You will have more autonomy with operations work, which runs on a longer rhythm and has several initiatives where you can drive impact on your own. Both require flexibility as the organization evolves.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;h4\u0026gt;\u0026lt;strong\u0026gt;Research\u0026lt;/strong\u0026gt;\u0026lt;/h4\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Run and scale usability research.\u0026lt;/strong\u0026gt; Your core research responsibility is usability and quality-validation testing. You will evaluate shipped features, validate design assumptions, and expand the team\u0026#39;s testing capacity.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own the full study lifecycle, from recruiting and scoping through analysis, communicating results, and identifying and collaborating on opportunities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Over time, grow from testing what others identify toward owning the research direction for one or more product areas.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Stakeholder enablement.\u0026lt;/strong\u0026gt; Product teams are increasingly expected to understand what their users are experiencing and what problems need attention. You\u0026#39;ll support this transition.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Coach designers and PMs through study design, reviewing whether their approach will produce a clear signal, and helping them interpret results and decide on next steps.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build reusable enablement assets, such as templates, reference guides, research skills and workflows, so that your support scales.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h4\u0026gt;Research operations\u0026lt;/h4\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Maintain research infrastructure.\u0026lt;/strong\u0026gt; As more people run studies and work with research data, the underlying systems need to hold up.\u0026amp;nbsp;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Maintain and improve the research library: standardizing how studies are documented, keeping tags and project organization healthy, ensuring past research is findable and useful.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage and maintain the research tool stack, which includes the tools we use, templates and guides, and other resources that enable non-stakeholders to engage with or do some limited research themselves.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work with staff and other researchers to review continuous feedback and ensure issues and friction points get tracked by the relevant EPD pods.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Manage logistics.\u0026lt;/strong\u0026gt; Running research at a small team means doing the logistical work yourself. In collaboration with the staff researcher, you will:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Manage the participant panel — maintaining list quality, handling invitations, cleaning up between projects. Process study compensation, file receipts, and track budget utilization for studies you run.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Handle vendor renewals and procurement coordination, working with legal, finance, and the senior researcher to keep contracts current and paperwork moving.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;5+ years of experience in UX research or a related applied research field\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong usability testing skills across both qualitative and experimental approaches\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency with survey design and the ability to learn and deploy higher-precision quantitative methods as needed\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Solid grounding in structured and semi-structured qualitative interviewing\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Mixed-methods fluency — can move between qualitative and quantitative approaches and knows when each is appropriate\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Clear, effective communicator who can tailor research findings for different audiences and advocate for insights in cross-functional settings\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience independently managing research logistics — recruiting, scheduling, compensation, and study operations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working in developer tooling, enterprise, security, or networking\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;You Might Be a Good Fit If\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;You can synthesize user feedback into underlying problems, identify which ones matter, and articulate why.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You can move from what you\u0026#39;ve learned to a clear recommendation, and you\u0026#39;re comfortable putting forward a point of view rather than only presenting findings.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You see the connections between research operations and research practice, and you enjoy building the infrastructure that makes research more effective.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You think about what research the organization needs, not just what\u0026#39;s next on the study plan.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You can ramp up quickly to a technical domain you don\u0026#39;t already know.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;re comfortable coaching others through research and building tools that help the team\u0026#39;s research quality scale beyond what one person can cover.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;ve worked at a scale where wearing multiple hats felt like the job, not a limitation, and you\u0026#39;re comfortable in an environment where the product surface and assumptions are still shifting.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;You have built your own tooling.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You have built or scaled research operations.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$146,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$183,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039980005,"name":"Design","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4725866005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4450377005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4725866005,"updated_at":"2026-08-21T14:15:49-04:00","requisition_id":"390","title":"UX Researcher (Mixed Methods)","company_name":"Tailscale","first_published":"2026-08-20T17:15:11-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;About the Role\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;This role is a hybrid of UX research and research operations: you\u0026#39;ll conduct research, primarily usability and quality-validation testing, and you\u0026#39;ll maintain the social and technical systems that make research at Tailscale repeatable and scalable.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll report to the design manager and work closely with the current UX researcher, who will remain the team\u0026#39;s strategic research lead. Day to day, you\u0026#39;ll also work with product designers, product managers, and engineers across the organization. Initially, you will be focused on handling a backlog of studies, with a heavy focus on one large ongoing project. Over time, you will grow towards owning the research direction for one or more product areas with increasing autonomy.\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;You\u0026#39;ll have significant autonomy on what to prioritize, with support and partnership from the staff researcher and design leadership. Initially your work will be more reactive, and dependent on teams that are currently shifting their planning and delivery rhythms, and reorganizing and re-scoping work. You will have more autonomy with operations work, which runs on a longer rhythm and has several initiatives where you can drive impact on your own. Both require flexibility as the organization evolves.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;Key Responsibilities\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;h4\u0026gt;\u0026lt;strong\u0026gt;Research\u0026lt;/strong\u0026gt;\u0026lt;/h4\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Run and scale usability research.\u0026lt;/strong\u0026gt; Your core research responsibility is usability and quality-validation testing. You will evaluate shipped features, validate design assumptions, and expand the team\u0026#39;s testing capacity.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Own the full study lifecycle, from recruiting and scoping through analysis, communicating results, and identifying and collaborating on opportunities.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Over time, grow from testing what others identify toward owning the research direction for one or more product areas.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Stakeholder enablement.\u0026lt;/strong\u0026gt; Product teams are increasingly expected to understand what their users are experiencing and what problems need attention. You\u0026#39;ll support this transition.\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Coach designers and PMs through study design, reviewing whether their approach will produce a clear signal, and helping them interpret results and decide on next steps.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Build reusable enablement assets, such as templates, reference guides, research skills and workflows, so that your support scales.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h4\u0026gt;Research operations\u0026lt;/h4\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Maintain research infrastructure.\u0026lt;/strong\u0026gt; As more people run studies and work with research data, the underlying systems need to hold up.\u0026amp;nbsp;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Maintain and improve the research library: standardizing how studies are documented, keeping tags and project organization healthy, ensuring past research is findable and useful.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Manage and maintain the research tool stack, which includes the tools we use, templates and guides, and other resources that enable non-stakeholders to engage with or do some limited research themselves.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Work with staff and other researchers to review continuous feedback and ensure issues and friction points get tracked by the relevant EPD pods.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;Manage logistics.\u0026lt;/strong\u0026gt; Running research at a small team means doing the logistical work yourself. In collaboration with the staff researcher, you will:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Manage the participant panel — maintaining list quality, handling invitations, cleaning up between projects. Process study compensation, file receipts, and track budget utilization for studies you run.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Handle vendor renewals and procurement coordination, working with legal, finance, and the senior researcher to keep contracts current and paperwork moving.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;What We Are Looking For\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;5+ years of experience in UX research or a related applied research field\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong usability testing skills across both qualitative and experimental approaches\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency with survey design and the ability to learn and deploy higher-precision quantitative methods as needed\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Solid grounding in structured and semi-structured qualitative interviewing\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Mixed-methods fluency — can move between qualitative and quantitative approaches and knows when each is appropriate\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Clear, effective communicator who can tailor research findings for different audiences and advocate for insights in cross-functional settings\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience independently managing research logistics — recruiting, scheduling, compensation, and study operations\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience working in developer tooling, enterprise, security, or networking\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;You Might Be a Good Fit If\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;You can synthesize user feedback into underlying problems, identify which ones matter, and articulate why.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You can move from what you\u0026#39;ve learned to a clear recommendation, and you\u0026#39;re comfortable putting forward a point of view rather than only presenting findings.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You see the connections between research operations and research practice, and you enjoy building the infrastructure that makes research more effective.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You think about what research the organization needs, not just what\u0026#39;s next on the study plan.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You can ramp up quickly to a technical domain you don\u0026#39;t already know.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;re comfortable coaching others through research and building tools that help the team\u0026#39;s research quality scale beyond what one person can cover.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You\u0026#39;ve worked at a scale where wearing multiple hats felt like the job, not a limitation, and you\u0026#39;re comfortable in an environment where the product surface and assumptions are still shifting.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;Nice to Have\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;You have built your own tooling.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;You have built or scaled research operations.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$195,640\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$245,220 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4039980005,"name":"Design","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4710781005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4443073005,"location":{"name":"Remote (Canada)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4710781005,"updated_at":"2026-08-10T15:37:44-04:00","requisition_id":"341","title":"Windows Engineer","company_name":"Tailscale","first_published":"2026-06-30T13:59:02-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a talented and motivated full-time Software Engineer to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Develop the Tailscale product, contributing to client code and backend services. The client code is a mix of C#, XAML, and Go. Prior Go expertise is not a requirement.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Bring a special focus on our Windows platform, building and maintaining our Windows client using the modern WinUI/Windows App SDK stack, while contributing to common code that supports macOS, mobile, and other core client platforms.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Work with engineers on a native Windows desktop client using Windows App SDK, WinUI, C#, XAML and Go\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Implement support for the latest Windows platform features while maintaining compatibility with a subset of older versions\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop and optimize product features on Windows, with a focus on UI components and platform integration\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop and maintain unit and integration tests using Microsoft Testing Platform v2 and xUnit\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Contribute to common, cross-platform Tailscale code\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Four or more years of experience in software development\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of software development principles, capabilities, and limitations of the Windows platform\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency in C# and modern native UI frameworks (WinUI/UWP/WPF)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with general networking concepts - DNS, VPNs, IP Networking, routing, etc.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written and verbal communication skills\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback, as well as work independently\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience with WinUI 3 and Windows App SDK\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience developing native Windows applications and services\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with Windows networking stack and Windows Filtering Platform\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with Windows security model, session isolation, access tokens and related concepts\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency in Go\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;CAN Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$191,620\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$239,860 CAD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null},{"absolute_url":"https://job-boards.greenhouse.io/tailscale/jobs/4710785005","data_compliance":[{"type":"gdpr","requires_consent":false,"requires_processing_consent":false,"requires_retention_consent":false,"retention_period":null,"demographic_data_consent_applies":false}],"internal_job_id":4443073005,"location":{"name":"Remote (United States)"},"metadata":[{"id":4536497005,"name":"Employment Type","value":"Full-time","value_type":"single_select"}],"id":4710785005,"updated_at":"2026-08-10T15:37:46-04:00","requisition_id":"341","title":"Windows Engineer","company_name":"Tailscale","first_published":"2026-06-30T13:59:03-04:00","language":"en","application_deadline":null,"content":"\u0026lt;div class=\u0026quot;content-intro\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;About Tailscale\u0026amp;nbsp;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We\u0026#39;re building a future for the Internet that\u0026#39;s easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we\u0026#39;re backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;About the Role\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;p\u0026gt;We’re seeking a talented and motivated full-time Software Engineer to join our growing team. You will work as part of the engineering team to:\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Develop the Tailscale product, contributing to client code and backend services. The client code is a mix of C#, XAML, and Go. Prior Go expertise is not a requirement.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Bring a special focus on our Windows platform, building and maintaining our Windows client using the modern WinUI/Windows App SDK stack, while contributing to common code that supports macOS, mobile, and other core client platforms.\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;Because we’re an early-stage and fully remote company, we’re looking for a motivated individual who can help move the product forward. The ability to think on your feet, collaborate with highly technical teams, and comfort working asynchronously are essential.\u0026lt;/p\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Key Responsibilities\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Work with engineers on a native Windows desktop client using Windows App SDK, WinUI, C#, XAML and Go\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Implement support for the latest Windows platform features while maintaining compatibility with a subset of older versions\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop and optimize product features on Windows, with a focus on UI components and platform integration\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Develop and maintain unit and integration tests using Microsoft Testing Platform v2 and xUnit\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Contribute to common, cross-platform Tailscale code\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;What We Are Looking For\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Four or more years of experience in software development\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Strong understanding of software development principles, capabilities, and limitations of the Windows platform\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency in C# and modern native UI frameworks (WinUI/UWP/WPF)\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience with general networking concepts - DNS, VPNs, IP Networking, routing, etc.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Excellent written and verbal communication skills\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Ability to give and process constructive feedback, as well as work independently\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Flexibility to adjust to the dynamic nature of a startup\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;h3\u0026gt;\u0026lt;span style=\u0026quot;font-size: 12pt;\u0026quot;\u0026gt;\u0026lt;strong\u0026gt;Nice to Have\u0026lt;/strong\u0026gt;\u0026lt;/span\u0026gt;\u0026lt;/h3\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;Experience with WinUI 3 and Windows App SDK\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Experience developing native Windows applications and services\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with Windows networking stack and Windows Filtering Platform\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Familiarity with Windows security model, session isolation, access tokens and related concepts\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;Proficiency in Go\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale\u0026#39;s compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire\u0026#39;s base salary. Individual offers may vary based on experience and skill set.\u0026lt;/p\u0026gt;\u0026lt;div class=\u0026quot;content-pay-transparency\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;pay-input\u0026quot;\u0026gt;\u0026lt;div class=\u0026quot;title\u0026quot;\u0026gt;US Pay Range\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;pay-range\u0026quot;\u0026gt;\u0026lt;span\u0026gt;$143,000\u0026lt;/span\u0026gt;\u0026lt;span class=\u0026quot;divider\u0026quot;\u0026gt;\u0026amp;mdash;\u0026lt;/span\u0026gt;\u0026lt;span\u0026gt;$179,000 USD\u0026lt;/span\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;/div\u0026gt;\u0026lt;div class=\u0026quot;content-conclusion\u0026quot;\u0026gt;\u0026lt;p\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications.\u0026amp;nbsp;\u0026lt;/em\u0026gt;\u0026lt;strong data-stringify-type=\u0026quot;bold\u0026quot;\u0026gt;\u0026lt;em data-stringify-type=\u0026quot;italic\u0026quot;\u0026gt;We encourage you to help us break that statistic!\u0026lt;/em\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;strong\u0026gt;What We Offer\u0026lt;/strong\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;ul\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;An inclusive, flexible environment where you can be your authentic self.\u0026lt;/strong\u0026gt; We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A competitive total compensation package.\u0026lt;/strong\u0026gt; This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Comprehensive group benefits with no waiting period. \u0026lt;/strong\u0026gt;Take advantage of coverage for health, vision, dental, and more for you and your family!\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Remote first company\u0026lt;/strong\u0026gt;—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Employer-funded retirement contributions. \u0026lt;/strong\u0026gt;Tailscale will match your retirement contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of your eligible compensation.\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Connect with other Tailscalars IRL. \u0026lt;/strong\u0026gt;Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, the United Kingdom, and Singapore. We support intentional in-person connection through team travel and distributed collaboration.\u0026lt;strong\u0026gt;\u0026lt;br\u0026gt;\u0026lt;/strong\u0026gt;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Support for your personal and professional development.\u0026lt;/strong\u0026gt; Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid time off and a healthy work-life integration.\u0026amp;nbsp;\u0026lt;/strong\u0026gt;Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;A build-your-own home office setup. \u0026lt;/strong\u0026gt;You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $500 USD to customize your workstation to make it your own.\u0026amp;nbsp;\u0026lt;/li\u0026gt;\n\u0026lt;li\u0026gt;\u0026lt;strong\u0026gt;Paid parental leave program\u0026lt;/strong\u0026gt;. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups (20 weeks for birthing parents, 16 weeks for non-birthing parents).\u0026lt;/li\u0026gt;\n\u0026lt;/ul\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\n\u0026lt;p\u0026gt;\u0026lt;em\u0026gt;Please be aware that legitimate emails from Tailscale\u0026#39;s talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit \u0026lt;a href=\u0026quot;https://tailscale.com/scam-awareness\u0026quot;\u0026gt;https://tailscale.com/scam-awareness\u0026lt;/a\u0026gt;.\u0026lt;/em\u0026gt;\u0026lt;/p\u0026gt;\u0026lt;/div\u0026gt;","departments":[{"id":4019620005,"name":"Engineering","child_ids":[],"parent_id":null}],"offices":[{"id":4008467005,"name":"Remote (Canada)","location":"Canada","child_ids":[],"parent_id":null},{"id":4008466005,"name":"Remote (United States) ","location":"United States","child_ids":[],"parent_id":null}],"ai_disclaimer":null,"include_ai_disclaimer":null,"ai_opt_out_request_url":null}],"meta":{"total":62}}