Customer Support Engineer (Tier 1)

Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and their devices. Founded in 2019 and fully distributed, backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.

We're seeking a motivated Support Engineer (Tier 1) to join our growing team. You will serve as the face of the company, handling a broad range of tickets, and partner with our CX team and Product/Eng. This role reports to the Tier 1 Support Team Lead.

• Act as the primary technical resource for less complex issues, resolving configuration and networking challenges.
• Manage a high-velocity ticket queue with focus on time to first response and resolution.
• Drive positive user outcomes and maintain high CSAT scores.
• Balance high volume of daily ticket replies while maintaining technical depth.
• Partner cross-functionally to identify recurring friction points.

• Natural tinkerer's mindset and curiosity, demonstrated through personal projects, homelabs, or open-source contributions.
• Foundational understanding of networking fundamentals: DNS, IP addressing, firewalls, routing.
• Proficiency troubleshooting across macOS, Windows, Linux, and mobile OS's.
• Some familiarity with Jira and Slack.
• Excellent written communication skills.
• Proactive approach to learning new technologies.

Base salary range: $84,420—$132,660 CAD. Includes base salary, equity, and comprehensive benefits.

• Comprehensive group benefits (health, vision, dental) with no waiting period.
• Employer-funded retirement contributions with dollar-for-dollar match up to 0.75% of eligible compensation.
• Flexible paid time off.
• Paid parental leave (20 weeks birthing, 16 weeks non-birthing).
• Home office setup: company-owned laptop, monthly internet reimbursement, $500 USD workstation customization.
• $1500 USD annually for professional development.
• Annual company retreat and team off-sites.
• Equity incentive plan.

Apply via the Greenhouse link. Tailscale uses AI-assisted tools in hiring; all decisions made by people. Legitimate emails from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io.