Backed by Y Combinator and a16z.
About the role
Build the backbone of our AI-native platform — from Go services and event-driven workflows to React UIs and automation layers Work closely with product and design to ship fast, learn quickly, and iterate on high-impact features
What they're looking for
- Have 3+ years building and scaling production systems with Go , TypeScript , and React
- Strong CS fundamentals - you design thoughtfully and build systems that last
- Have hands-on experience with gRPC , event-driven architecture , and clean, versioned APIs
- Are fluent in containers and modern orchestration tools like Temporal , Dagster , and ArgoCD
- Thrive in fast-paced, high-agency environments and know how to navigate tradeoffs
- Are curious about AI , drawn to complexity, and motivated to shape foundational systems in a massive industry
More about this role
Chestnut is building the first AI-native operating system for insurance distribution by transforming how the $1T+ insurance industry allocates its largest spend: sales and distribution.
Backed by a16z, we’re replacing legacy systems with a modern, flexible platform that helps carriers automate complex workflows, optimize every distribution dollar, and unlock new growth. We have major insurers under contract, and early adopters are expanding.
This is a generational platform shift. Recent advances in agentic AI make it possible to automate what was once manual and error-prone. We’ve spent years building the data model and context layer required to make this real, and now we’re scaling with urgency.
At Chestnut, we operate with the belief that small, high-context teams working with best-in-class tools and colleagues can achieve outsized results. We embody what it means to be AI-lean: chasing 10x productivity gains that allow us to scale impact beyond our headcount.
If you’re excited to modernize the infrastructure of one of America’s most essential industries, we’d love to meet you. Whether shaping core product experiences or laying the groundwork for intelligent automation, your...
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