Join Tailscale as a Tier 1 Support Engineer, serving as the primary technical resource for users facing configuration and networking challenges. You'll manage a high-velocity ticket queue while troubleshooting across macOS, Windows, Linux, and mobile platforms in a fully distributed, remote-first team.
Foundational understanding of networking fundamentals including DNS, IP addressing, firewalls, and routing
Proficiency troubleshooting across macOS, Windows, Linux, and mobile operating systems
Some familiarity with Jira and Slack for internal workflows and team communication
Excellent written communication skills with ability to explain complex technical concepts clearly
Proactive approach to learning new technologies and staying current with evolving infrastructure tools
Natural tinkerer's mindset demonstrated through personal projects, homelabs, or open-source contributions
Act as primary technical resource for less complex issues resolving configuration and networking challenges
Manage high-velocity ticket queue meeting targets for time to first response and time to resolution
Drive positive user outcomes and maintain high CSAT scores through clear helpful technical guidance
Balance high volume of daily ticket replies while maintaining technical depth for complex networking issues
Partner cross-functionally to identify recurring friction points and advocate for user experience improvements
Reports directly to the Tier 1 Support Team Lead
Fully distributed remote-first company founded in 2019
Backed by Accel, CRV, Insight, Heavybit, and Uncork Capital
Salary range represents target for new hire base salary with individual offers varying by experience
Uses AI-assisted tools for screening with all hiring decisions made by people