Chestnut | Senior Product Engineer | SF or Seattle (Hybrid)
https://jobs.ashbyhq.com/Chestnut
I'm Nick, CTO & co-founder. We're building Rippling, but for insurance carriers paying their sales force. Every policy sold triggers a chain of payouts across brokers, agents, and sub-agents. Today that runs on spreadsheets and legacy vendor systems and tomorrow they'll run on Chestnut. Nationwide and other major carriers have already made the switch.
Revenue is up 8x in the last year. We're backed by a16z. The founding team came out of leadership at Ethos (insuretech that recently IPO'd in January).
About the Role
The work is state-heavy and correctness-critical: payouts that must reconcile with finance to the cent, dynamic agent hierarchies, retries, chargebacks, and partial failures. These systems move real money and cannot drift.
Responsibilities
You'll:
- Design schemas
- Build backend logic
- Ship UI
- Deploy
- Own the sharp edges that show up with real enterprise customers.
Stack
- Go
- TypeScript/React
- Postgres
- Temporal
- Kubernetes
- AWS
- We use AI aggressively and expect you to as well.
Requirements
- 3–6 years on real product systems.
- You're thoughtful about invariants and failure modes.
Apply
https://jobs.ashbyhq.com/Chestnut
Email me: nick at chestnutfi.com