Chestnut builds the systems insurance carriers actually run their distribution business on. We replace spreadsheets, legacy vendor systems, and manual processes with real-time data, deterministic workflows, and AI-assisted tooling.
This is end-to-end product engineering.
You won’t just write APIs. You’ll design schemas, build backend logic, ship UI, deploy to production, and handle the sharp edges that show up with real customers. The problems are messy and state-heavy: payouts that must reconcile with finance, onboarding flows with regulatory constraints, dynamic hierarchies, retries, chargebacks, partial failures.
We care a lot about correctness. These systems move real money and cannot drift.
Stack: Go, TypeScript/React, Postgres, Temporal, Kubernetes, AWS
We use AI heavily in our workflow — for drafting, refactoring, test generation, and exploring solutions. We expect engineers to use it aggressively. We also expect you to understand what it’s doing, spot when it’s wrong, and maintain strong fundamentals. Taste matters.
You’ll likely thrive here if you: - Have 3–6 years building real product systems - Are strong in at least one typed language and comfortable picking up others - Enjoy owning features end-to-end - Think in terms of invariants, edge cases, and failure modes - Like shipping quickly but cleanly - Want to build systems that operate in production, not demos
We’re a small, high-agency team. You’ll have meaningful ownership and direct impact on customers.
Hybrid in SF and Seattle.
Questions or want to sanity-check fit: nick [at] chestnutfi [dot] com