Teams at Tailscale

Provide Tier 2 technical support and escalations for Tailscale customers, troubleshoot complex networking and SSO issues, manage ticket SLAs, mentor Tier 1, collaborate with Product/Engineering, and drive improvements to user experience while maintaining high CSAT.

Build and maintain internal AI enablement tools, workflows, and guardrails to help engineers use coding agents and LLMs safely. Evaluate models, partner with teams to apply AI, track adoption and impact, and provide documentation, coaching, and advocacy to increase engineering velocity.

Design, build, test, and document Tailscale's client-side networking software. Enhance connectivity between clients, subnet routers, and exit nodes. Diagnose and resolve complex customer network escalations, optimize performance and reliability, collaborate with product and engineering, adopt security-centric designs, and engage with the open-source community.