About this role
Vouch is building AI software to support judgment-heavy insurance work in a regulated domain. The AI Engineer will help develop an LLM-based system that learns from experts, operates under human judgment, and improves measurably while remaining durable and auditable. The role is based in Chicago, IL, with hybrid flexibility; team members must work in the office at least Tuesday, Wednesday, and Thursday.
Responsibilities
- Ship agentic insurance workflows end to end, defining tool contracts, capability boundaries and approval gates, then owning changes through review, deployment and production.
- Extend a durable-execution system with pinned worker versioning and a CI replay-compatibility gate so interrupted workers can resume without losing state.
- Maintain deterministic corpus tests used as merge gates, diagnostic evaluation suites, characterization corpora, LLM tracing, and token and cost observability. Version, snapshot-test and review prompts and tool definitions as code.
- Develop the event and data infrastructure connecting agents to systems of record, including schema-governed events, object storage, and OLTP and OLAP databases. Use coding agents in development, write design documents, review for silent failures, and resolve production issues.
Required background:
- Hands-on experience with LLM agent systems used by real users, including tool-calling patterns, MCP, the Anthropic SDK or equivalents; fluency in a strictly typed codebase; and production-service fundamentals such as API design, data contracts, authorization boundaries and observability.
- Ability to implement safety properties in code, test model capabilities with evaluations, communicate tradeoffs clearly in writing, and deliver reliable, traceable production changes. Prior experience in and passion for early-stage startups and/or high-growth environments.
Preferred background: Production durable-execution engines; event-driven systems with schema governance, pub/sub, a schema registry, Avro or Protobuf; LLM evaluation and observability; building and consuming MCP servers; data lake or warehouse-adjacent engineering; experience in regulated domains such as insurance, fintech or healthcare; and frontend development.
The posted pay range is 180,000–220,000 USD per year for Chicago. Vouch also lists equity, health, dental and vision insurance, parental leave, flexible vacation, wellness and technology allowances, professional development, and caregiver support.
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