Software Engineer, Strategic Projects

Responsibilities

• Partner with product-minded engineers from the start, shaping prototypes (MCP gateways, LLM proxies, sandboxes, remote servers, and similar emerging workloads) so the path to production is built in, not bolted on.
• Co-own the journey from "works in a demo" to "stable in production": hardening, error handling, observability, and operational tooling.
• Own the production bar on prototypes that graduate into Tailscale's product surface area, including the security and review practices that wrap around agent-generated code.
• Work with reference customers to integrate Tailscale, both for internal adoption (VPN replacement with identity-aware networking) and for embedding into their products, with particular attention to reliability, maintainability, and long-term supportability.
• Find and close the long-tail gaps, edge cases, regressions, flaky behavior, missing tests, undocumented operational knowledge, that separate a prototype from a dependable product.
• Establish and maintain the review, testing, and security practices that let the team ship agent-generated code fast without compromising the production bar.
• Light travel required (

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