Customer Reliability Engineer Tailscale

This role focuses on owning the most complex, high-severity technical escalations that come in after a customer has purchased Tailscale’s networking software. You’ll investigate hard-to-reproduce bugs, join customer calls to gather logs and evidence, and build detailed handoff packages so engineering can act quickly. You’ll also spot recurring issues and help improve tooling and runbooks across the support organization.

Candidates need at least 4 years in technical support or escalation roles at a SaaS or infrastructure company, with experience owning enterprise-tier accounts. Strong networking knowledge (TCP/IP, DNS, VPNs, NAT, load balancers) is required, along with familiarity with overlay networking concepts like Wire Guard and STUN. Code-level debugging in Go, scripting in Python/JSON, systems administration across Linux, macOS and Windows, and comfort with Kubernetes and cloud infrastructure are also expected.

This is a full-time, remote-first position open to candidates based in the United States, with a stated pay range of $115,000 to $144,000 USD. The role reports to the Customer Reliability Engineer Team Lead and works closely with Customer Success, Support, and Product/Engineering teams.