Account Executive

About 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.

Responsibilities

• 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, you close across them. The book grows; so does what you can sell.
• Make yourself reproducible. The way you handle an objection, sequence a pitch, or save a deal becomes input the company keeps - playbook, prompt, or process. Your best instincts shouldn't live only in your head.

Requirements

• You've built a career closing SMB and you understand how small business owners think, decide, and buy - and you earn their trust fast.
• You're a closer first, with a real track record of closing at high velocity and high volume. 100+ calls a day is a rhythm you've lived, not a number that scares you.
• Your close rate doesn't fall apart when the volume doubles.
• You're comfortable being measured hard, in public, on revenue.
• You treat AI as leverage - using it to prep and qualify faster - and you have opinions about where it helps and where it gets in the way.
• You don't need insurance experience on day one. We'll teach you. You'll get licensed fast (we pay for it).
• Ex-founders and operators who've built something from nothing tend to do well here.
• The reality - read this before you apply
• Compensation & logistics
• Salary: $150,000-$200,000 OTE. Top performers earn more.
• Equity: Yes.
• Location: On-site, San Francisco. Based here or willing to relocate.
• Schedule: Monday-Friday, very early morning start, in-office 5 days a week.
• Licensing: Commercial insurance producer license required within ~30 days of start; Harper pays for training and licensing.

Benefits

Additional Information

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.

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