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/Eng, and contribute to documentation and recurring friction elimination.

Work with product-minded engineers to turn AI-native prototypes (LLM gateways, agentic systems, proxies) into production-grade services: hardening, observability, security reviews, integrations with reference customers, and operational tooling to ensure reliability and maintainability.

Own frontend architecture and platform for a unified web console. Build identity-adjacent systems (auth, sessions, CORS/CSRF protections), shared infra and tooling, testing strategies, and enable other teams to ship reliable UIs. Collaborate across design, growth, and infrastructure; participate in on-call rotation.