Senior AI Enablement Engineer - Internal Tools

Tailscale is hiring a Software Engineer, AI Enablement to accelerate AI-assisted development across our engineering org. You'll join a small, high-leverage team shaping tools, workflows, and practices that help engineers build faster and safer with AI.

You will own internal tooling, evaluate models, set guardrails, and measure impact on velocity and quality, reporting to leadership. Strong Go/Rust and Python experience, plus communication skills, are valued.