Account Executive

ACCOUNT EXECUTIVE

Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance — we're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed — on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.

THE ROLE

You are the proof. AI now does most of the work of getting a business quoted and covered at Harper — but a human still closes, and that human is you. You sit at the exact line where the machine hands off to judgment: you take warmed, qualified small-business owners and turn them into customers, on the phone, at volume, all day.

This is high-velocity SMB sales, not enterprise. Short cycles, fast decisions, no procurement committees. The number you move is revenue, and you move it by talking to a lot of people and closing a lot of them. As we get better at converting judgment into software, your job is to close what the system surfaces today — and to show us where a human still beats the machine, so we can teach it that part next.

WHAT YOU'LL DO

- Close SMB deals at volume. 100+ calls a day with small business owners. Learn the playbook in week one, beat it by week two. You're measured on policies closed and revenue generated — nothing softer.

- Sell with the tools, not around them. Use Harper's AI to prep, qualify, and follow up so your conversion holds when the call count climbs. When a tool slows you down, you say so; when you find an edge the tool should learn, you write it down.

- Hold your close rate at scale. Call 100 gets the same sharpness as call 1. Quality doesn't decay as volume goes up.

- Expand into new lines. As Harper adds insurance products, yo...