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Software Engineer, Strategic Projects

Tailscale

Remote · United States$13,583–18,833 gross/mofull-timeTailscale Careers

Join our Strategic Projects team, reporting to the team's Engineering Manager and ultimately into our co-founder and Chief Strategy Officer. This team exists to show developers and organizations why Tailscale should be their default connectivity substrate, both for internal infrastructure and for embedding into customer-facing products.

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 (

Languages

    Work format
    Remote
    Seniority
    Mid
    Posted
    5 Aug 2026
    Last verified
    In the last 5 days

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