Teams at Tailscale

Develop Tailscale client and backend components with focus on iOS and Android. Implement cross-target shared code, unit and integration tests, support mobile VPN infrastructure, and maintain compatibility with recent and older platform versions while collaborating asynchronously on a distributed team.

Lead the dataplane product vision and roadmap to ensure secure, high-performance connectivity across clients, relays, routers, and connectors. Define customer-facing performance and reliability SLOs, drive regional capacity and relay operations, own operator UX (console and CLI), partner with engineering, GTM, and customers on production traffic commitments, and represent Tailscale externally to partners and enterprises.

Build and maintain core billing systems: integrate third-party billing platforms, implement metering/pricing/rating for subscriptions and usage, ensure accurate usage tracking, automate reconciliation and reporting, establish observability and incident response, and collaborate with product, finance, and support teams to deliver reliable billing features.