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Tailscale

Software Engineer, AI Enablement

Tailscale
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about 3 hours ago
Remote, United KingdomSenior

Responsibilities

  • Define Tailscale's internal AI-enablement priorities and roadmap with engineering leadership.
  • Collaborate on building Aperture, Tailscale's AI gateway.
  • Develop and maintain internal tools and workflows for effective AI usage.
  • Evaluate new AI models and recommend adoption strategies.
  • Identify opportunities to apply AI across engineering and non-engineering teams.
  • Create infrastructure and documentation for safe AI code usage.
  • Advocate for effective AI practices through teaching and internal talks.
  • Track AI tooling adoption and measure its impact on engineering velocity.

Requirements

  • 5+ years of professional software engineering experience.
  • Hands-on fluency with modern AI coding tools like Claude Code and Codex.
  • Experience in building and shipping internal tools or developer automation.
  • Strong communication skills for teaching and influencing engineers.
  • Ability to navigate ambiguity and prioritize effectively in a small team.
  • Product or systems thinking to identify high-leverage opportunities.

Benefits

  • Inclusive and flexible work environment.
  • Competitive total compensation package including salary and equity.
  • Comprehensive group benefits with no waiting period.
  • Remote-first company with options for co-working.
  • Employer-funded retirement contributions.
  • Support for personal and professional development with an annual budget.
  • Flexible paid time off program.
  • Build-your-own home office setup with financial support.
  • Paid parental leave program.

Tech Stack

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