Account Executive, New Business

About the role

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, 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.

Who You Are

• 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

This job is the phone. ~5am-7pm, Monday-Friday, on-site in San Francisco, in the building with the team. 100+ calls a day, every day. You'll need a commercial insurance producer license within roughly your first 30 days - we pay for the training and the exam, but you have to pass it, fast, while you're also ramping on the phones.

• The hours are long and the pace is relentless because the company is growing ~100x and the sales engine can't lag the rest of the rebuild.
• Almost no one takes this job because they love insurance.
• The people who thrive here love closing, love being measured, and want a front-row seat to an AI-native company being built at full speed.
• If the intensity reads as a cost you'd rather avoid, this isn't the seat.
• If it reads as the point, keep going.

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

• Uber commuter benefits
• Meals provided - breakfast, lunch, and dinner
• Snacks, drinks, and coffee stocked daily
• Free gym membership
• Health, dental, and vision insurance

Process

• Lead screen - fit and alignment
• Founder screen - skills and judgment
• Super day - how you actually operate, in real time

To Apply

Send your resume and tell us about the hardest deal you closed at volume - what almost killed it, and what you did on the call to save it.