Engineering at ChestnutWe're building the modern infrastructure for AI-driven insurance operations. That means well-structured data models, real-time event pipelines, clean APIs, and usable tools that support humans and agents working in parallel.
As a Software Engineer at Chestnut, you'll join a high-agency, cross-functional team focused on delivering impactful features fast. You'll work across the stack, contribute to system design, and help shape the technical culture as we grow.
What You'll Do- Lead the design and development of core systems - from Go microservices and event-driven workflows to React UIs and automation layers
- Partner cross-functionally to scope, prioritize, and deliver high-impact features that drive real business outcomes
- Own architecture and implementation decisions end-to-end, ensuring long-term scalability and reliability
- Contribute to and evolve core infrastructure, including observability, permissions, and developer experience
- Set the bar for technical excellence - mentoring teammates, improving processes, and helping us scale with confidence
You Might Be a Fit If You...- Have 5+ years of experience building and scaling production systems
- Thrive in early-stage environments and enjoy wearing many hats
- Write clean, maintainable code and care about craftsmanship
- Think in systems and design with an eye toward flexibility and resilience
- Take ownership, act with urgency, and bias toward progress over perfection
- Are energized by real-world complexity, data modeling, and automation
- Want to help define the future of engineering at Chestnut
Our Stack- Languages: Go, TypeScript
- Frontend: React, Tailwind
- Infra: K8s, ArgoCD, Kargo, Temporal, Dagster
- Data: Postgres, Dynamo, Snowflake
Benefits- Competitive salary and equity, with 10 year exercise window for stock options
- Remote-first culture built on trust, autonomy, and high performance
- Team offsites for all of us to bond
- Take what you need vacation policy
- Top notch health, dental, and vision insurance subsidized by us
