Account Executive
High-velocity SMB sales role closing 100+ calls/day with small business owners using AI tools to prep and qualify leads. Focus on maintaining close rates at scale, generating revenue, and feeding insights back to improve the AI system. Requires on-site presence in San Francisco with early starts and a fast-tracked insurance license.
About the job
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. Measured on policies closed and revenue generated.
- 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. Flag when a tool slows you down or when you find an edge the tool should learn.
- 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, close across them.
- 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.
Who you are
- Built a career closing SMB and understand how small business owners think, decide, and buy — earn their trust fast.
- 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.
- Close rate doesn't fall apart when the volume doubles.
- Comfortable being measured hard, in public, on revenue.
- Treat AI as leverage — using it to prep and qualify faster — and have opinions about where it helps and where it gets in the way.
- No insurance experience needed on day one; will teach you and get you licensed fast (company pays).
- Ex-founders and operators who've built something from nothing tend to do well here.
The reality
This job is the phone. ~5am–7pm, Monday–Friday, on-site in San Francisco. 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 ramping on the phones. The hours are long and the pace is relentless. 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.
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/coffee stocked daily, free gym membership, health/dental/vision insurance.
Skills
Smb Sales, High-Volume Sales, Cold Calling, Deal Closing, Sales Playbooks, Ai Tools For Sales, Objection Handling, Revenue Generation
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