Forward Deployed Engineer

Summary

Join Chestnut, a company building an AI-native operating system for insurance distribution, as a Junior Forward Deployed Engineer. You will implement the platform for new customers, mapping data, building workflows, and writing code. Responsibilities include writing scripts and API calls, supporting onboarding by translating customer data, working with senior engineers, identifying tooling gaps, and suggesting improvements. This role requires 1+ years of experience with solid coding fundamentals (Python, Go, or TypeScript), strong communication skills, comfort with ambiguity, and a willingness to travel up to 25%. Preferred qualifications include experience with LLMs or open-source AI tools. Chestnut offers competitive salary and equity, a remote-first culture, team offsites, flexible vacation, and top-notch health insurance.

Requirements

• 1+ years experience, with solid coding fundamentals (Python, Go, or TypeScript ideal)
• Curious, resourceful, and biased toward action—you’re not afraid to figure things out
• Interest in applied AI—whether it’s workflow automation, data enrichment, or retrieval-augmented generation
• Strong communicator who wants to understand both the tech and the business
• Comfortable with ambiguity, eager to learn from others, and motivated to own real problems
• Willingness to travel up to 25% for high-leverage, in-person work

Responsibilities

• Implement our platform for new customers—mapping data, building workflows, writing glue code
• Write scripts, API calls, and internal tools to unblock onboarding and drive adoption
• Support onboarding efforts by translating messy customer data into structured, usable formats
• Work alongside senior engineers and solutions folks to turn customer needs into delivered outcomes
• Identify gaps in current tooling and suggest improvements to our AI and deployment stack
• Learn a ton. This is a high-context, high-velocity role, and we’ll invest in helping you grow

Preferred Qualifications

Bonus: experience with LLMs, open-source AI tools, or side projects that shipped

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