# AI Engineer at Vouch

- Company: Vouch
- What the company does: Vouch is the insurance broker that powers ambition. We’re a tech-enabled insurance advisory and brokerage purpose-built for growing companies in technology, life sciences, and professional services. Backed by Index, Y Combinator and 500 Global.
- Company website: http://vouch.us/
- Type: Startups (AI role)
- Level: Mid level
- Location: Chicago, IL (Hybrid)
- Work setup: Hybrid
- Pay: $180K to $220K base salary per year (USD)
- Posted: 2026-08-20
- Apply by: 2026-10-08
- Apply: https://ats.rippling.com/vouch-inc/jobs/a7099d11-3586-4b85-9d0c-904c9203c8d0
- Page: https://www.1752.vc/careers/jobs/vouch-ai-engineer/

## About the role

This is genuinely interesting work, and we say that well-aware of how every job posting claims that. We are betting on a specific approach to AI in a regulated domain, and we are not going to lay it all out in this posting — we'd rather it stay our edge until you're across the table from us. The hard problems live exactly where you'd hope — making an LLM system durable, auditable, and measurably improving, in a domain where being wrong has consequences.

## What they're looking for

- Frontier models are instruments you play daily — in how you build (coding agents, multi-model workflows, letting an agent draft while you direct) and in what you build (planners, classifiers, tool-calling systems)
- You come at problems with approaches nobody asked for, and you are willing to be wrong out loud in service of moving the work
- "The model can probably do this" is a hypothesis you test with an eval, not a hope you ship on vibes
- You prototype fast, generalize what survives contact with reality, and delete what doesn't
- You ship in small, traceable increments, week after week, teammates can find the ticket from your branch name and the reasoning in your design doc
- Production is yours. You fix the OOM at the right layer and treat a correctness rework as finishing the job, not a "fast follow"

Tags: Engineering