Tailscale

Software Engineer, Product Strategy

Tailscale

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

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Salary

💰 $143,000 - $226,000 per year

Job Level

Mid-LevelSenior

Tech Stack

GoPythonTypeScript

About the role

  • Build prototypes and POCs that showcase Tailscale for AI agents/tooling (MCP gateways, LLM proxies, remote servers, etc.)
  • 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
  • Rapidly iterate with input from your colleagues and reference customers to incorporate feedback and build solutions that solve emerging, real-world problems.

Requirements

  • Strong at rapid prototyping, explaining technical concepts, and working directly with customers in an exploratory, fast-paced environment
  • 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
  • Identity infrastructure: IdP platforms, identity sync/provisioning, and directory services.
  • Authentication protocols: OAuth, OIDC, SAML, SCIM
  • Experience validating code for production use with security teams
  • Thrive working independently in a remote environment
Benefits
  • An inclusive, flexible environment where you can be your authentic self.
  • 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.

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
GoPythonTypeScriptthird-party API integrationsbasic networkingAI/LLM experienceidentity infrastructureauthentication protocolsRBACABAC
Soft skills
rapid prototypingexplaining technical conceptscustomer engagementworking independentlyadaptabilitycollaborationproblem-solvingcommunicationfeedback incorporationcommunity engagement