Teams at Tailscale

Build and lead Tailscale's Strategic Sales organization targeting enterprises (10,000+ employees). Personally own and close complex, multi-stakeholder six- to eight-figure SaaS deals, recruit and coach 3–5 Strategic AEs, design outbound territory and playbooks, drive account planning, forecasting, pipeline generation, and cross-functional GTM alignment with Product and Engineering.

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.