Senior Customer Support Engineer (Tier 3), Customer Escalations

Tailscale

Remote regions

Canada

Salary range

$112,493–$140,861/yr

Benefits

Unlimited PTO 20w maternity 16w paternity

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Key Responsibilities:

  • Own high-severity, post-sales technical escalations from intake through resolution or engineering handoff.
  • Get on calls with customers, pull logs, and communicate leading theories.
  • Build engineering handoff packages with reproducible cases and evidence.

What We Are Looking For:

  • 4+ years in a technical support or escalation role at a SaaS or infrastructure company.
  • Hands-on networking experience with TCP/IP, routing, DNS, firewalls, NAT, VPNs.
  • Code-level debugging capability in Go, Python, and familiarity with infrastructure concepts.

What We Offer:

  • Competitive total compensation including base salary, equity, and comprehensive benefits.
  • Flexible, unlimited paid time off and a remote-first culture.
  • Paid parental leave with 20 weeks for birthing parents and 16 weeks for non-birthing parents.

Tailscale

Tailscale builds software that makes it easy to securely interconnect people and devices. Founded in 2019, the company is fully distributed and backed by Accel, CRV, and others.

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