Software Engineer (Staff-Level)

The role

You will lead the design and implementation of critical systems and make architectural decisions for the platform. You will work across the stack and partner with product and design leaders to define roadmaps.

What you will do

• Lead the design and implementation of critical systems
• Make architectural decisions for scale, performance, and maintainability
• Partner with product, design, and engineering leaders to define roadmaps
• Identify and unblock high-risk areas across teams
• Raise the bar for engineering excellence through mentorship and code review
• Help establish engineering culture, norms, and hiring standards

Required qualifications

• 8+ years of experience building and scaling complex software systems
• Led architecture or technical strategy for a product or platform team
• Comfortable working across backend, data, and infra layers
• Strong communication skills

Nice to have

• Comfortable diving into frontend when needed
• Think in systems and excel at finding pragmatic solutions to messy problems
• Excited to shape the technical direction of a growing company
• Energized by ambiguity, real-world data, and building for scale

Benefits

• Competitive salary and equity
• 10 year exercise window for stock options
• Remote-first culture
• Team offsites
• Take what you need vacation policy
• Top notch health, dental, and vision insurance subsidized by us

About the company

Chestnut is building the AI-native operating system for insurance distribution. They are replacing legacy systems with a modern platform for carriers to automate workflows and optimize distribution spend.