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Tailscale

Simple, secure networks for teams of any scale. Built on WireGuard.

Customer Support Engineer

Support EngineerSupport EngineerFull TimeRemoteSeniorTeam 51-200Since 2020H1B No SponsorCompany SiteLinkedIn

Location

Canada

Posted

2 days ago

Salary

$130.0K - $162.1K / year

Seniority

Senior

Bachelor Degree4 yrs expEnglishDNSFirewallsKubernetesLinuxMacOSTCP/IP

Job Description

Customer Support Engineer

Tailscale

• Serve as the primary escalation point for technically complex tickets raised by paying customers. • Diagnose and troubleshoot advanced Tailscale-specific issues. • Manage a ticket queue with a consistent focus on SLA adherence. • Drive positive user outcomes and maintain high CSAT scores. • Balance a high volume of daily ticket replies while maintaining the technical depth. • Partner cross-functionally to identify recurring friction points. • Own escalations of technically complex tickets from Tier 1. • Mentor and support Tier 1 colleagues through ticket reviews.

Job Requirements

  • 4+ years of experience in a technical support role within a SaaS company.
  • Hands-on familiarity with Tailscale or comparable networking/VPN products strongly preferred.
  • Display a natural tinkerer’s mindset and a deep curiosity for how things work.
  • Strong working knowledge of networking fundamentals - TCP/IP, DNS, subnetting, firewalls, NAT traversal, and routing.
  • Show proficiency in troubleshooting across multiple operating systems such as macOS, Windows, Linux, and mobile platforms.
  • Experience working with identity providers and SSO integrations.
  • Basic experience troubleshooting Kubernetes environments.
  • Familiarity with log analysis and CLI-based diagnostic tools.

Benefits

  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package.
  • Comprehensive group benefits with no waiting period.
  • Remote first company—most of our teams work fully remotely.
  • Connect with other Tailscalars IRL.
  • Support for your personal and professional development.
  • Paid time off and a healthy work-life integration.
  • A build-your-own home office setup.
  • Generous parental leave program from your first day.

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