Tailscale

The role involves building proof-of-concepts and working directly with customers to integrate Tailscale into their products. You will also create reference architectures and share your work through documentation and presentations. | Candidates should have experience developing identity systems and be strong in rapid prototyping and customer interaction. Familiarity with authentication protocols and identity infrastructure is essential. | About Tailscale Tailscale is building the new Internet 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're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description Join our Product Strategy team (reporting directly to our Chief Strategy Officer) to show developers and organizations why Tailscale should be their go-to connectivity solution, both internally and for customer-facing workloads. You'll build proof-of-concepts, work directly with customers on integrations, and demonstrate how Tailscale's connectivity and identity layer solves real problems. Key Responsibilities Build POCs that showcase Tailscale for AI agents/tooling (MCP gateways, remote servers, etc.) and identity use cases. Work with customers to integrate Tailscale—both for internal adoption (VPN replacement with identity-aware networking) and for embedding into their products to enable secure customer connectivity. Create reference architectures and share your work through documentation, community engagement, and presentations. What We Are Looking For Ideal candidates will have experience developing and operating identity systems in real world conditions. We don’t expect expertise with every aspect listed below and encourage candidates to still apply. Let us know where you feel you have the most experience and where you would like to continue developing. Strong at rapid prototyping, explaining technical concepts, and working directly with customers in an exploratory, fast-paced environment Authentication protocols: OAuth, OIDC, SAML, SCIM Identity infrastructure: IdP platforms, identity sync/provisioning, and directory services. Access control: RBAC/ABAC models, session management, MFA, passwordless auth Technical skills: Go and/or Python (TypeScript a plus); third-party API integrations; basic networking AI/LLM experience: Use LLMs daily for planning and development; comfortable building tools/apps on top of LLMs Experience validating code for production use with security teams Thrive working independently in a remote environment Nice to Have Familiarity with Tailscale networking solutions Experience with agentic AI tools and security considerations Background in developer tooling Understanding of networking challenges in multi-cloud and hybrid deployments Open source community participation As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale'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's base salary. Individual offers may vary based on experience and skill set. US Pay Ranges $143,000—$226,000 USD 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. We encourage you to help us break that statistic! What We Offer An inclusive, flexible environment where you can be your authentic self. 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. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company—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. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own. Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks. Please be aware that legitimate emails from Tailscale'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 https://tailscale.com/scam-awareness.

The Solutions Engineer will partner with Account Executives to identify and close new business opportunities for Commercial customers. They will lead technical discovery, solution architecture, and act as a trusted advisor to customers. | Candidates should have over 4 years of experience in a customer-facing role within networking or security software. A deep understanding of zero-trust networking and hands-on architecture experience with cloud platforms is essential. | About Tailscale Tailscale is building the new Internet 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're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description 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. Responsibilities: Partner with AEs to identify, qualify, and close new Commercial customer opportunities. Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making. Guide complex multi-stakeholder deals, aligning technical and business objectives. Provide structured feedback to shape product roadmap and GTM strategy. Build scalable enablement resources, demo environments, and solution blueprints for the SE team. What We Are Looking For: 4+ years in a customer-facing SE/SA role within networking or security software Proven experience co-owning pipeline and influencing quota outcomes with Sales Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC) Hands-on architecture experience with AWS, GCP, and/or Azure Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills Excellent communication skills, capable of translating technical features into business value Experience thriving in high-growth or startup environments Based on the west coast (Pacific time zone) preferred As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale'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's base salary. Individual offers may vary based on experience and skill set. 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. US Pay Range (OTE) $200,000—$250,000 USD 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. We encourage you to help us break that statistic! What We Offer An inclusive, flexible environment where you can be your authentic self. 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. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company—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. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own. Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks. Please be aware that legitimate emails from Tailscale'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 https://tailscale.com/scam-awareness.

The AI GTM Engineer will prototype and launch AI-powered workflows to enhance marketing efficiency and automate repetitive GTM processes. They will collaborate with Sales, Marketing, and Product teams to identify workflow pain points and develop technical solutions. | Candidates should have 2-3+ years of software engineering experience, ideally in a full-stack capacity, and fluency in various automation and AI tools. A strong collaborative spirit and a curiosity for emerging technologies are essential. | About Tailscale Tailscale is building the new Internet 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're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description Tailscale is looking for an AI GTM Engineer who thrives on building fast, scrappy solutions that unlock new growth opportunities. You’ll use AI tools, LLMs, no-code/low-code platforms, and lightweight automation to accelerate how our GTM teams experiment, operate, and grow. In this role, you’ll be a hands-on partner to Sales, Marketing, and Product, prototyping AI-powered workflows, automating repetitive processes, and stitching together systems that help our teams move faster. More than mastering any single tool, what matters most is a willingness to experiment, learn, and share what works. Key Responsibilities Prototype and launch AI-powered workflows to improve speed, personalization, and targeting across marketing channels (e.g., GPTs for ad copy, AI-driven segmentation, auto-generated landing pages). Build and maintain internal tools and automation to scale sales and marketing execution. Partner with leads to prioritize and run high-impact growth experiments (e.g., SEO/AEO automation, AI-driven content workflows). Automate repetitive GTM processes, from campaign QA to reporting to lead enrichment. Use APIs, webhooks, and LLMs to connect systems into smarter, scalable infrastructure. Share tools, playbooks, and lightweight agents that empower GTM teams to move faster. Partner with Sales and Marketing Leaders to identify workflow pain points and simplify, streamline, or automate them over time. Contribute to cross-functional projects that improve GTM process design and reduce manual effort. Work closely with Sales, Marketing, and Product to translate business needs into working technical solutions. Drive innovation in marketing technology, always looking for ways to improve efficiency and effectiveness. What We Are Looking For 2–3+ years of software engineering experience, ideally full-stack (internships can count as experience) Fluency in tools like Clay, Zapier/Make/Tray/N8N, GPT-5, Retool, Notion, Airtable, Python, JavaScript, SQL, LangChain, or similar Experience connecting GTM systems (HubSpot, Salesforce, analytics tools, web platforms) into cohesive stacks Strong cross-functional collaborator—able to work with Marketing, Product, Data, and RevOps to turn business needs into technical solutions Curious and experimental problem-solver who keeps up with emerging AI and automation technologies Comfortable designing and troubleshooting APIs, data flows, and automated workflows Able to learn new systems quickly and approach traditional GTM problems with novel engineering solutions (Nice to have) Prior experience in B2B SaaS or fintech growth (Nice to have) Experience working with structured and unstructured data in modern data stacks (React, Next.js, dbt, Looker, etc.) As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale'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's base salary. Individual offers may vary based on experience and skill set. US Pay Ranges $143,000—$179,000 USD 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. We encourage you to help us break that statistic! What We Offer An inclusive, flexible environment where you can be your authentic self. 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. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company—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. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own. Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks. Please be aware that legitimate emails from Tailscale'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 https://tailscale.com/scam-awareness.

Develop the Tailscale product, contributing to both open source client code and related backend services. Take ownership of the entire product lifecycle, from writing code to product ideation and strategic decision-making. | Experience with distributed systems and familiarity with authentication/authorization protocols is essential. The candidate should also have excellent written and verbal communication skills and the ability to work independently. | About Tailscale Tailscale is building the new Internet 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're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description 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: Develop the Tailscale product, contributing to both open source client code and related backend services Take ownership of the entire product lifecycle, from writing code to product ideation and strategic decision-making Work closely with UX/UI designers and product managers to shape features 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. Key Responsibilities Work as part of a team of engineers to design, build, test, and document core software components. Develop product features in areas that include our control plane, our relay infrastructure, and our identity integrations. Exhibit ownership over the running services that comprise Tailscale’s product by building for observability, participating in incident response, and fielding customer support escalations. Analyze and improve efficiency, scalability, and stability of various system resources. Bring a security-first mindset to both design and implementation. What We Are Looking For Experience with distributed systems Experience with one or more SQL databases Familiarity with authentication/authorization protocols and frameworks such as OAuth2, OIDC, SSO, and SAML Familiarity with networks (IP addressing, routing, etc.) Most of the non-front-end portions of the system are developed in the Go programming language. Experience with Go is a plus. Ability to give and process constructive feedback, as well as work independently Flexibility to adjust to the dynamic nature of a startup Excellent written and verbal communication skills As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale'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's base salary. Individual offers may vary based on experience and skill set. US Pay Ranges $163,000—$226,000 USD 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. We encourage you to help us break that statistic! What We Offer An inclusive, flexible environment where you can be your authentic self. 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. A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family! Remote first company—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. Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK. Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities. Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world! A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own. Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks. Please be aware that legitimate emails from Tailscale'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 https://tailscale.com/scam-awareness.