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Account Executive

150k – 200kSan Francisco, CAOnsite
Summary

Close high volumes of SMB insurance deals on the phone using AI tools. On-site in San Francisco, 100+ calls/day, measured strictly on revenue.

About the role

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.

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.
Skills
SMB salesHigh-volume cold callingDeal closingRevenue generationAI tool usageObjection handlingPitch sequencingPlaybook development
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