Software Engineer, Product Strategy

Posted 2 days ago

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About the role

  • Software Engineer developing prototypes and integrations for Tailscale's AI connectivity solutions. Collaborating with customers and rapidly iterating on feedback for effective product strategies.

Responsibilities

  • 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 experience is a must; 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

  • Health insurance
  • 401(k) matching
  • Flexible working hours
  • Paid time off
  • Remote work options
  • Opportunity to shape emerging AI connectivity standards and Tailscale's product strategy
  • Travel opportunities to represent Tailscale at industry events
  • A competitive total compensation package
  • Comprehensive group benefits with no waiting period
  • Remote first company
  • Connect with other Tailscalars IRL
  • Support for your personal and professional development
  • Paid time off and a healthy work-life integration
  • A build-your-own home office setup
  • Generous parental leave program from your first day

Job type

Full Time

Experience level

Mid levelSenior

Salary

CA$218,420 - CA$302,840 per year

Degree requirement

No Education Requirement

Tech skills

Go

Location requirements

RemoteCanada

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