Staff Software Engineer

🕒 July 30, 2025

🏢🏡 San Francisco – Hybrid

⏰ Full Time

🔴 Lead

🧑‍💻 Full-stack Engineer

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Chestnut

WebsiteLinkedInAll Job Openings

11 - 50 employees

☁️ SaaS

Insurance • SaaS

Chestnut is a company that provides a modern distribution management platform tailored specifically for the insurance industry. Their solution, Chestnut PPM, focuses on transforming producer management and incentive compensation into strategic revenue drivers for insurance carriers. The platform offers features like producer performance management, hierarchy management, and debt management, along with comprehensive compliance tracking and performance insights. Chestnut's architecture is designed to provide high-volume processing, secure scalability, and actionable insights to enhance engagement, growth, and retention. Built with the insurance sector in mind, it supports the complexities of compliance, commissions, and incentive structures unique to the industry.

📋 Description

• At Chestnut, we operate with the belief that small, high-context teams working with best-in-class tools and colleagues can achieve outsized results. • You’ll work across the stack, contribute to system design, and help shape the technical culture as we grow. • Lead the design and implementation of critical systems that serve as building blocks for the platform • Make architectural decisions that optimize for scale, performance, and maintainability • Partner with product, design, and other engineering leaders to define roadmaps and scope technical investments • Raise the bar for engineering excellence through mentorship, modeling, and thoughtful code review

🎯 Requirements

• Have 8+ years of experience building and scaling complex software systems • Have led architecture or technical strategy for a product or platform team • Are comfortable working across backend, data, and infra layers (and diving into frontend when needed) • Think in systems and excel at finding pragmatic solutions to messy problems • Are excited to shape the technical direction of a growing company • Have strong communication skills and enjoy working across disciplines • Are energized by ambiguity, real-world data, and building for scale

🏖️ 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