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Operator Support Engineer

Product & OperationsRemote · WorldwideFull-time$120k – $160k + equity

About the role

When a self-hosted box misbehaves, our users are technical, precise, and on the clock. Support at Gray is an engineering discipline: reproduce, fix or escalate, then make sure no one ever hits it again.

What you will own

  • Own frontline support for self-hosting, SSH, and connection issues
  • Reproduce bugs on real hardware and write reports engineers thank you for
  • Turn repeated tickets into docs, diagnostics, or product fixes
  • Maintain the troubleshooting runbook and the status page
  • Cover a real on-call rotation with the rest of the crew — we all carry the pager

What you bring

  • Strong Linux and networking debugging — you read logs for fun
  • Patience and precision in writing; our users notice both
  • Scripting ability — Python, Bash, or Go
  • You'd rather fix the cause than answer the same ticket twice

Nice to have

  • Homelab or self-hosting community background
  • Previous support engineering at a developer-tools company

What we offer

  • Meaningful equity. Every role carries a real stake in Layer Gray, with a 10-year exercise window.
  • Remote, worldwide. Work from anywhere. We hire for the role, not the time zone.
  • Hardware budget. $4,000 for your machines, plus a home server allowance — you should run Gray on your own box.
  • Flexible time off. 25 days minimum, and we mean minimum. We track outcomes, not hours.
  • Health covered. Full medical, dental, and vision for you and your dependents, wherever you are.
  • Two offsites a year. The whole crew, one room, twice a year. The rest of the time, async.
  • Model subscriptions. Claude, GPT, and friends — every frontier model subscription, paid.
  • Learning budget. $2,000 a year for books, courses, and conferences. No approval theatre.

About Gray

Gray is voice-first AI you operate like a terminal. You speak; it runs real work across your machines — SSH sessions, multi-agent jobs, files, scheduled tasks — then speaks back. It is self-hosted, private by architecture, and built for the people who run the internet’s plumbing. Gray is made by Layer Gray, Inc.