Jobs at Tailscale

Provide Tier 1 technical support for configuration and networking issues, manage a high-volume ticket queue, meet response and resolution targets, and maintain strong customer satisfaction. Troubleshoot across multiple operating systems, explain technical concepts clearly, and collaborate with customer experience, product, and engineering teams to resolve recurring user friction and improve the product experience.

Build and maintain internal shared engineering services: improve observability, CI/CD, and infrastructure as code; operate cloud-managed services and VMs; collaborate cross-functionally, own projects end-to-end, participate in incident response, and improve system scalability and stability.

Lead resolution of high-severity post-sales technical escalations: reproduce complex bugs, perform deep-dive debugging (networking, packet analysis, pprof), run customer calls, and produce engineering-ready handoff packages. Monitor patterns, create runbooks and tooling, and partner with Support and Product/Engineering to close the loop.