Top Tech Jobs & Startup Jobs in Chicago, IL

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.