Drimva

Tailscale

Software Engineer, Strategic Projects

$163K–$226K

Remote (United States) +2 · Remote · Full-time · Posted Aug 5, 2026

Location
Remote (United States)
Canada
United States
Experience
Experience taking software from prototype to production in startup-like environments; no number of years specified.

About the job

Takes experimental connectivity and AI-related prototypes from concept to reliable production products, including customer integrations and production practices for agent-generated code.

What you'll do

  • Shape prototypes with product-minded engineers and harden them for production, including reliability, observability, testing, and operational tooling.
  • Own security, review, and testing practices for prototypes that become part of Tailscale’s product, including code generated with agents.
  • Work with reference customers on Tailscale integrations and close production gaps such as edge cases, regressions, and missing operational documentation.

What they ask for

  • Go experience; comfort integrating third-party APIs; basic networking.
  • Heavy daily use of coding agents and LLMs in engineering workflows, with a perspective on their strengths, limitations, and production safeguards.
  • Strong ability to harden, stabilize, and maintain production software.
  • Comfort working independently in a remote environment and collaborating with technical customers.

Nice to have

  • Experience operating production services, including observability, on-call, incident response, performance, or reliability work.
  • Experience validating prototype code with security teams, building LLM applications, or working with identity infrastructure.

Pay

$163,000 — $226,000 USD (base salary)

Tools

Go, Claude Code, Cursor, LLMs, MCP, OAuth, OIDC, SAML

AI focus

Uses coding agents and LLMs heavily in engineering; builds and productionizes emerging AI connectivity workloads, including LLM gateways and proxies, and establishes safeguards for agent-generated code.

Model-written summary · the original posting is authoritative

First seen Oct 27, 2026 · Last verified Nov 4, 2026 (UTC)