Drimva

Tailscale

Software Engineer, AI Enablement

$163K–$226K

Remote (United States) +3 · Remote · Full-time · Posted Jul 24, 2026

Location
Remote (United States)
Canada
United Kingdom
United States
Experience
5+ years of professional software engineering experience.

About the job

Build tools, workflows, and practices that help Tailscale’s engineering teams use AI-assisted development effectively and safely.

What you'll do

  • Drive the internal AI-enablement roadmap and work with the team building Aperture by Tailscale.
  • Build and evaluate tools, workflows, models, and coding agents; establish safe-use practices and support adoption across teams.
  • Measure AI tooling’s impact on engineering velocity and quality and report results to leadership.

What they ask for

  • 5+ years of professional software engineering experience.
  • Daily, hands-on fluency with modern AI coding tools such as Claude Code, Codex, or Pi.
  • Experience building and shipping internal tools or developer-facing automation.
  • Strong written and verbal communication and internal advocacy skills.

Nice to have

  • Experience in developer experience, platform engineering, or internal tooling.
  • Experience evaluating or benchmarking LLMs and coding agents.

Pay

$163,000 — $226,000 USD (base salary)

Tools

Claude Code, Codex, Pi, Aperture by Tailscale, Python, Go, Rust

AI focus

Enable engineering teams to use coding agents and AI tools effectively and safely; evaluate models and tools, develop adoption practices and guardrails, and measure impact.

Model-written summary · the original posting is authoritative

First seen Oct 27, 2026 · Last verified Nov 4, 2026 (UTC)