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Tailscale

Customer Support Engineer (Tier 1)

Posted on 28 September 2026

About the role

💼 What you will do

• Join Tailscale as a Tier 1 Customer Support Engineer, working fully remotely from the UK. • Act as the face of the company for a large part of the Tailscale community. • Handle a broad range of technical tickets across configuration and networking. • Work in a distributed team alongside the wider CX team and Product/Engineering. • Report directly to the Tier 1 Support Team Lead. • Earn £49,770–£78,210 plus equity.

📋 Job Requirements

• Bring a natural tinkerer’s mindset and deep curiosity about how things work. • Understand networking fundamentals such as DNS, IP addressing, firewalls and routing. • Troubleshoot confidently across macOS, Windows, Linux and mobile operating systems. • Show some familiarity with Jira and Slack. • Write clearly and explain complex technical concepts with empathy. • Keep learning new technologies and evolving infrastructure tools. • Be based in the UK.

🌟 Nice-to-have

• Show personal projects, a homelab or open source contributions. • Bring previous experience in a technical support role at a SaaS company. • Know VPN or overlay networking tools such as WireGuard. • Show experience working to response-time and resolution targets.

🎯 Responsibilities

• Act as the primary technical resource for less complex customer issues. • Resolve configuration and networking challenges to keep users unblocked. • Manage a high-velocity ticket queue while meeting first-response and resolution targets. • Keep CSAT high with clear, helpful and accurate guidance. • Balance high ticket volume with the depth to troubleshoot networking issues. • Spot recurring friction points and advocate for user experience improvements.

About Tailscale

😃 What Tailscale offers

• Earn £49,770–£78,210 plus equity. • Work fully remotely, with a co-working programme for WeWork or similar spaces. • Get comprehensive health, vision and dental benefits from day one. • Receive parental leave top-ups of 20 weeks for birthing parents and 16 weeks for non-birthing parents. • Enjoy flexible paid time off and flexible working hours. • Get $1,500 a year for professional development. • Receive $500 for your home office, a monthly internet reimbursement and a laptop of your choice. • Get retirement contributions matched up to 0.75% of eligible pay. • Join an annual company retreat and team off-sites.

💖 What makes Tailscale unique

Tailscale makes secure connection effortless, with software that lets people and their devices interconnect safely wherever they are. Teams of every size, from hobbyists to multinational corporations, use it to protect their networks and share access to internal tools. Founded in 2019, Tailscale is fully distributed and backed by Accel, CRV, Insight, Heavybit and Uncork Capital.

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