Support Engineer solving complex technical issues for Tailscale customers in a remote capacity. Part of a distributed team focused on delivering excellent customer support.
Responsibilities
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.
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.
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