Software Engineer, Strategic Projects

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About the role

  • Software Engineer developing prototypes and POCs for Tailscale's AI initiatives. Collaborating with customers to integrate Tailscale's solutions for AI and identity-aware networking.

Responsibilities

  • Build prototypes and POCs that showcase Tailscale for AI agents and tooling.
  • Work with reference customers to integrate Tailscale, both for internal adoption and for embedding into their products.
  • Create reference architectures and share your work through documentation, open source, community engagement, and conference presentations.
  • Rapidly iterate with input from colleagues and reference customers.
  • Hold the production bar on prototypes that often graduate into Tailscale's product surface area.
  • Light travel required (~10-15%).

Requirements

  • Strong at rapid prototyping, explaining technical concepts, and working directly with customers in an exploratory, fast-paced environment.
  • Go experience is a must; comfort integrating third-party APIs; basic networking.
  • Heavy daily use of coding agents (Claude Code, Cursor, or similar) and LLMs in your engineering workflow.
  • Comfort with the cadence of a strategy team at an early-ish startup.
  • Thrive working independently in a remote environment.

Benefits

  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package.
  • Comprehensive group benefits with no waiting period.
  • Remote first company—most of our teams work fully remotely.
  • 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

Bachelor's Degree

Tech skills

Open SourceGo

Location requirements

RemoteCanada

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