Teams at Tailscale

Own and grow an enterprise sales territory through self-sourced pipeline generation, new customer acquisition, and account expansion. Lead full-cycle sales, strategic account planning, executive and technical stakeholder engagement, complex procurement and security reviews, and cross-functional account teams. Position Tailscale as a secure connectivity and modern networking platform, drive adoption, and build long-term enterprise relationships while consistently exceeding quota.

Partner with Account Executives on enterprise sales cycles by leading technical discovery, architecture, demos, proofs of concept, security reviews, and early adoption. Design secure Tailscale solutions for hybrid, multi-cloud, and on-premises environments, advise networking and security stakeholders, support pipeline and quota outcomes, and provide customer feedback to Product, Engineering, and go-to-market teams. Occasional travel of approximately 10–20% is required.

Develop and maintain Tailscale’s open-source client and backend networking software. Design, test, document, and optimize networking components, distributed systems, and overlay routing features. Own services through observability, incident response, and customer escalations while collaborating with product managers and designers. Apply security-first practices and improve system efficiency, scalability, and stability in a fully remote, asynchronous startup environment.