Top Tech Jobs & Startup Jobs in Boston, MA

Manage a small team of senior engineers to build AI-native prototypes and reference architectures. Translate customer signals into shippable POCs, set tooling and security practices for agent-generated code, hire and mentor engineers, collaborate cross-functionally with platform, security, and GTM, and drive strategy and planning for connectivity, identity, and AI infrastructure. Remote role with light travel (~10-15%).

Develop and maintain Tailscale client and backend code with a focus on iOS and Android. Implement features in Swift/SwiftUI and Kotlin, write unit and integration tests, share cross-target code, support mobile VPN infrastructure and platform compatibility, and collaborate remotely with engineering teams.

Partner with Account Executives to drive new commercial business by leading technical discovery, solution architecture, demos, and POCs. Guide complex multi-stakeholder deals, co-own pipeline, create scalable enablement resources, and provide product and GTM feedback to influence roadmap.

Build demos, sample apps, docs, talks, and tools to improve Tailscale's developer experience; engage with developers via conferences, GitHub, and community channels; collaborate cross-functionally to identify friction and shape product and integrations; contribute to open source and define developer experience standards.