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Harper
San Francisco, California, United States
Source: Harper careers · View original posting
From Harper's posting. “We” and “our” refer to the employer.
The Problem
36 million businesses in America need insurance—it's not optional.
77% are underinsured.
40% have no coverage at all. The distribution system failed them: too slow, too opaque, too confusing.
Over 90% of commercial insurance is still human-led. We're building the inverse: 90%+ AI-led, pushing toward the higher 90s. Not by patching legacy workflows—by building AI that makes humans more effective, improves the customer experience, and eliminates friction at every step.
We're adding ~1,000 customers per month. We've grown 100x since last year. We're looking to do even more this year—and that's why we're hiring.
The accounts that need an expert instead of a script—those are yours.
The Thesis
Commercial insurance gets complicated fast. A business opens a second location, wins a contract with insurance requirements it doesn't currently meet, adds a fleet, gets hit with a premium audit, grows out of the market it started in, or needs coverage that doesn't exist on a standard form. Those accounts don't need a queue. They need somebody with deep expertise and the latitude to act on it.
That's this team. You take the accounts that call for real judgment, you work them directly with the underwriters and wholesalers, and you stay on them until the customer has an answer. Then your expertise becomes the playbook the rest of the service organization runs on, which is how a small team serves a book growing this fast.
We're also building this tier now rather than handing you someone else's version of it. Harper's long-term plan puts service at the center of the company—expertise, retention and revenue all living in one organization—and the specialists we hire first will shape what that looks like.
You own our most complex accounts and the hardest customer situations. Premium audits and inspection recommendations that carry real deadlines. Renewals worth remarketing to get a business better terms. E&S and surplus lines placements, with the filings and binding packets that come with them. Premium finance arrangements and the paperwork behind them.
Coverage questions that need someone who can read a policy form and a contract and explain what's actually covered. And the accounts at risk of cancellation, where somebody's coverage is genuinely on the line and a customer needs a person who will solve it.
You own relationships too. Every underwriter and wholesaler we work with has a named owner on this team, and you'll be one of them. You're the person they pick up the phone for—and the person who can get a real answer for a customer because you've built that credibility over years.
You're the last stop inside service, which means nothing you pick up gets handed to somebody else to figure out. You have the latitude to make the call, and when something genuinely needs a founder's decision you bring it to them with your recommendation attached. Complex cases get answers in days here, not weeks.
Compensation
$110,000–$150,000 + performance bonuses + equity
San Francisco, Atlanta, or New York City, in-office
Monday–Friday, 8 AM – 8 PM ET. The hours are long. The learning curve is steep. The people who thrive here wouldn't have it any other way.
Immediate
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