TeamLead,CustomerSupport

About Tailscale Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description We are seeking a Team Lead, Customer Support to serve as a player-coach responsible for the daily operations and professional growth of a team of 8-10 Support Engineers. You will bridge the gap between frontline technical troubleshooting and strategic alignment, ensuring Support Engineers are engaged and delivering high quality customer support to all of our users. Reporting directly to the VP of Customer Engineering, you will align your team’s performance with departmental goals, manage technical escalations, and help serve as a voice of the customer to the broader organization. Key Responsibilities Manage day-to-day support operations for a team of 8-10 Support Engineers. Lead the onboarding, technical mentoring, and career coaching for all direct reports. Conduct regular 1:1s and performance management reviews to ensure team alignment and growth. Oversee the support queue to ensure SLA/SLO adherence, including response and resolution times. Act as an internal escalation point for both complex technical issues and difficult customer situations. Align team activities and outcomes with the strategic roadmap set by the VP of Customer Engineering. Partner with Support and CX Operations to refine workflows and improve internal tooling like Jira, Incident.io, Kapa.ai, and PagerDuty. Perform regular QA reviews on tickets to maintain technical accuracy and brand voice. Analyze support data and customer feedback (CSAT) to identify and