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Tailscale

Customer Reliability Engineer

  • Confirmed live in the last 24 hours
  • $115k–$144k
  • Mid level
  • Remote (United States)
  • 4+ yrs exp
  • Added 2 months ago

About this role

Tailscale is seeking a Customer Reliability Engineer to tackle complex, ambiguous customer escalations and bridge the gap between customer issues and engineering solutions. This role involves in-depth investigations, clear communication with customers and internal teams, and the creation of detailed handoff packages for engineering. If you enjoy problem-solving and have a strong technical background in networking and SaaS environments, this is an excellent opportunity.

What you'll do

  • Manage high-severity customer escalations from start to finish.
  • Investigate issues, reproduce bugs, and communicate with customers.
  • Create comprehensive engineering handoff packages with reproducible cases and evidence.
  • File and track issues, ensuring engineering has full customer context.
  • Identify recurring issues and propose product improvements/tooling.
  • Collaborate with Support, Customer Success, and Engineering teams.

What they're looking for

  • Networking (TCP/IP, DNS, firewalls, VPNs)
  • Overlay Networking (WireGuard, STUN)
  • Go programming
  • Linux, macOS, Windows systems administration
  • Troubleshooting
  • Packet Analysis
  • Cloud Infrastructure (IaaS, CI/CD, Kubernetes)
  • Python

Benefits

  • Remote-first environment
  • Competitive total compensation (salary, equity, commission)
  • Comprehensive group benefits (health, vision, dental)
  • Employer-funded retirement contributions
  • Company retreats and team off-sites
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Tailscale

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Likely interview questions

  • Describe a particularly challenging customer escalation you handled. What was your approach, and what was the outcome?
  • Explain a time you had to communicate a complex technical issue to a non-technical stakeholder. How did you ensure understanding?
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