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.
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.
Qualifications
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.
Skills
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.
Benefits
Uber commuter benefits
Meals provided — breakfast, lunch, and dinner
Snacks, drinks, and coffee stocked daily
Free gym membership
Health, dental, and vision insurance
Pay
$150,000–$200,000 OTE. Top performers earn more.
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.