You make one call, we make the rest. Harper learns your business, works every market that can write it, and brings back the right coverage at the right price. Backed by Peak XV, Y Combinator and Antler.
About the role
This role works directly with the CEO on the hardest problems in the business, with a seat in everything substantive: biz ops, growth, strategic projects, investor materials, M&A diligence, and whatever becomes most urgent that week.
What they're looking for
- Raw analytical horsepower, you think in systems
- A bias toward action — you move toward execution, not away from it
- Energized by complexity rather than rattled by it
- You've worked in high-intensity analytical/operational roles (banking, consulting, PE, high-growth startups) and thrived
- You want exposure to every part of building a company — and you're willing to work for it
- Nice to have: insurance, fintech, or regulated-industry experience, prior work directly with founders or C-suite, familiarity with AI/automation tooling, prior startup or 0→1 experience
More about this 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.
This role works directly with the CEO on the hardest problems in the business, with a seat in everything substantive: biz ops, growth, strategic projects, investor materials, M&A diligence, and whatever becomes most urgent that week.
There is no fixed scope. That's not a warning — it's the design. The company is changing fast, and the job is to flex across it and take on whatever matters most right now. Week to week, the work shifts. We just closed our Series A, and the systems built now decide whether we go from tens of millions in premium to hundreds of millions, then billions. What you do here meaningfully moves that line.
The...
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