Software Engineer, AI Enablement

About the role

Tailscale is looking for a Software Engineer to join our AI Enablement team. You will help shape how our engineers use AI tools to build software more efficiently and securely. This is a key role where you can significantly influence the adoption and effectiveness of AI across our engineering organization.

Key facts

What you'll do

• Collaborate with engineering leaders to define and advance our strategy for AI integration in development.
• Work on Aperture by Tailscale, our AI gateway product, and internal AI tools.
• Develop and refine the systems and practices that help engineers benefit from AI coding assistants, and assess new AI technologies for adoption.
• Identify and implement AI solutions that improve productivity for engineering and other teams.
• Establish guidelines and review processes to ensure the safe use of AI-generated code, promoting best practices without enforcing rigid tool mandates.
• Monitor the impact of AI tools on development speed and code quality, reporting findings to leadership.

Requirements

• A minimum of 5 years of professional software engineering experience.
• Extensive, practical experience with AI coding assistants such as Claude Code, Codex, or Pi.
• Proven ability to build and deploy internal developer tools or automation.
• Excellent communication skills, both written and verbal, with the ability to guide engineers with varying levels of AI familiarity.
• A pragmatic approach to AI adoption, focusing on making tools easy to use and safe.
• Comfort working independently and prioritizing tasks within a developing team.
• Strong product or systems thinking to identify and prioritize impactful opportunities.

Nice to have

• Previous experience in developer experience, platform engineering, or internal tooling.
• Experience evaluating and benchmarking large language models and coding agents.
• Familiarity with systems programming languages like Go or Rust, in addition to Python.
• Background in security or code review practices.
• Experience in developer relations or technical advocacy.
• Background in technical project management.

Skills & tools

• AI coding tools (Claude Code, Codex, Pi, or similar)
• Python
• Go (preferred)
• Rust (preferred)

Practical notes

Salary range: £128,770 - £178,540 GBP.

Tailscale offers a competitive compensation package including base salary, equity, and comprehensive benefits.

We support remote work and offer benefits such as health, vision, and dental coverage, employer-funded retirement contributions, professional development funds, and paid parental leave.

We encourage applications from candidates who may not meet every single qualification.

All hiring decisions are made by people, though AI tools may be used in the assessment process.

Legitimate communications from Tailscale will come from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses.