Senior Software Engineer
Vouch, Chicago, Illinois
- Pay
- $180K–$200K / year
- Work type
- Not stated
- Level
- Senior
- Area
- Software engineering
- Posted
- Aug 20, 2026
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About the role
About Vouch:
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. Our clients are ambitious leaders building complex businesses, and we help them manage risk with tailored advice, smart coverage, and responsive service.
Backed by over $200M from world-class investors, Vouch combines deep industry expertise with AI-powered tools to deliver a better insurance experience. Our digital workflows reduce friction, speed up decisions, and give our clients the confidence to move faster.
Why should you join our team and Vouch?
Not only is this an exciting and growing team where you can drive a real impact on our operational scalability, but Vouch is also the preferred insurance provider to customers of Y Combinator, Brex, Carta, and WeWork. We’re a quickly growing startup that believes in transparency and acknowledgment with our team members and cultivating a values-driven company. Our values are "Be Client Obsessed", "Own it together", "Act with integrity and empathy", "Stay Curious and Grow", and "Empower People."
What does a work environment look like at Vouch?
Vouch has employees across the U.S., with offices in San Francisco, Chicago, and New York City. This role is aligned to our Chicago office. While this role has hybrid work flexibility, we require team members to be in the office at least three days per week to foster close collaboration and team building.
What You’ll Do:
- Design and build the platform that exposes Vouch's domain operations: backend services, data platforms and salesforce — as deterministic, well-typed, auditable tools for both autonomous AI agents and human-built skills.
- Implement reliable tool and data-access primitives: well-bounded interfaces, filtering constraints, normalized data contracts, auth/permissions, observability, and eval harness.
- Design APIs, event flows, and service contracts that let agents and human workflows interact with operational systems without becoming brittle.
- Help evolve the experience surfaces our brokers and clients use every day: component library, AI-assisted prototyping, and design ↔ engineering collaboration patterns — partnering with design, product, and engineering peers.
- Contribute to the development of AI-enabled workflows and agent infrastructure, ensuring systems remain predictable, auditable, and production-ready.
- Work directly with real-world operational data across Postgres, Snowflake, S3, and design access patterns usable by both product workflows and agent systems.
About You:
- Strong software engineering fundamentals, including API design, tool/contract design, data modeling, and building reliable production services.
- Systems thinker who naturally reasons about service boundaries, coupling, and long-term maintainability.
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Listed on Y Combinator's job board; checked 32 h ago. First seen by us 32 h ago. Being listed doesn't mean the team is actively interviewing.