Senior Software Engineer (Path to Tech Lead)

Chestnut (Headquarters: Remote)

Golang TypeScript React Terraform CI/CD Kubernetes AWS gRPC Protocol Buffers Docker Infrastructure as Code DevOps Observability Go Backend Frontend Software Engineer Tech Lead Full Stack Engineer Back End Engineer Staff Engineer

**About Chestnut:** Chestnut is an a16z-backed insurtech startup building next-generation infrastructure for the $7T insurance industry. We develop customizable, easy-to-use producer management and compensation platforms designed to address insurance industry challenges. Our solution helps customers break free from legacy constraints, static compensation models, and manual processes by transforming commissions into dynamic revenue drivers.

**About The Role:** We're expanding our founding engineering team and looking for a senior engineer with strong architectural instincts, production experience, and infrastructure mindset to help us scale. This isn't just another dev job — it's a chance to lay the groundwork for the platform and team that will power the future of insurance distribution.

**Key Responsibilities:**
* Architect for Scale: Design clean, extensible, and production-grade systems with a bias toward simplicity and performance. You'll lead foundational technical decisions as we scale up.
* Infrastructure as Code & DevOps: Own infrastructure setup and automation. Implement and maintain Terraform (or equivalent), CI/CD pipelines, secrets management, monitoring, and alerting.
* End-to-End Ownership: Contribute across the stack (Golang backend, TypeScript/React frontend), with an eye toward reliability, performance, and clarity.
* Production Readiness: Ensure our systems are testable, observable, and resilient.
* Technical Leadership: Drive technical planning, design reviews, and long-term thinking.
* Cross-Functional Partnership: Work closely with the founders, product, and design to shape the roadmap.

**Required Skills & Ideal Candidate:**
* 4–6+ years of professional experience, ideally with time spent on early-stage teams
* Strong experience architecting and maintaining production systems
* Proficiency with Golang and deep understanding of modern backend design patterns
* Experience with gRPC/Protocol Buffers, CI/CD, and cloud-native architecture
* Comfort working with Terraform/Pulumi, Docker, Kubernetes, and cloud services (AWS preferred)
* Strong judgment around abstraction, tradeoffs, and performance