Forward Deployed Engineer

Harper•San Francisco, CA

12h•$140,000 - $200,000•Onsite

About The Position

The Problem 36 million businesses in America need insurance—it’s not optional. 77% are underinsured. 40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing. Over 90% of commercial insurance is still human-led. We’re building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step. We’re adding ~1,000 customers per month. We’ve grown 100x since last year. We’re looking to do even more this year—and that’s why we’re hiring. Somewhere in that transition, there’s leverage hiding everywhere—inefficiencies the right engineer could eliminate with the right solution built in the right week. The Thesis Turning judgment into compute isn’t a one-time project. It’s a constant hunt for leverage. New models drop monthly. What was impossible in January is table stakes by June. Someone needs to be on the frontier—figuring out what’s newly possible and applying it before anyone else does. That’s this role. The Role You’re a technical generalist who views engineering as a tool for solving business problems—not the end goal itself. You embed with operations: sales, customer service, underwriting, carrier relations. You see where things break. You identify the 20% of problems that cause 80% of friction. Then you build the solution. Prototype Monday, ship Tuesday, measure Wednesday. If it works, push to production. If not, try something else.

Requirements

2-5 years software engineering experience
Proficiency in Python, TypeScript, or similar
Experience building and shipping internal tools or automations
Ability to work autonomously and move fast
Based in San Francisco or willing to relocate

Nice To Haves

Experience with LLMs, AI agents, or voice AI
Background in operations, sales tech, or workflow automation
Prior startup experience

Responsibilities

Find leverage — Sit with teams, discover what nobody’s automated because nobody knew it could be
Build solutions fast — AI agents, automations, internal tools—prototype in days, ship in weeks
Stay on the frontier — New model drops? You’re testing it that day
Prove impact — Set up metrics, track results, show what worked
Communicate what you learn — Present to the company; shape the roadmap