# Software Engineer, Strategic Projects at Tailscale

- Company: Tailscale
- What the company does: The connectivity platform for devs, IT, and security teams. Zero Trust identity-based access that deploys in minutes and scales to every resource. Start free. Backed by Accel, Insight and CRV.
- Company website: https://tailscale.com/
- Type: Startups
- Level: Mid level
- Location: Remote (United States)
- Work setup: Remote
- Posted: 2026-08-05
- Apply by: 2026-10-08
- Apply: https://job-boards.greenhouse.io/tailscale/jobs/4721714005
- Page: https://www.1752.vc/careers/jobs/tailscale-software-engineer-strategic-projects/

## About the role

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. Aperture, our identity-aware LLM gateway, is one such initiative.

## What they're looking for

- 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
- 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 (

Tags: Strategic Projects
