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
The bet — turning human judgment into compute — has a precondition: the judgment has to be written down. AI doesn't magically understand a company. It works only when the business is documented clearly enough for systems to retrieve the right context, recognize the workflow, handle the edge cases, and escalate when a human is actually needed.
What they're looking for
- An exceptional writer and synthesizer who can turn a messy transcript into a clear operating doc the same day
- Curious about how organizations actually work, and you like sitting with operators
- You notice hidden assumptions, missing ownership, and contradictions other people walk past
- Structured but not bureaucratic, you care whether documentation changes behavior, not whether it looks polished
- Low-ego, persistent, and allergic to "someone should probably document that."
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.
The bet — turning human judgment into compute — has a precondition: the judgment has to be written down. AI doesn't magically understand a company. It works only when the business is documented clearly enough for systems to retrieve the right context, recognize the workflow, handle the edge cases, and escalate when a human is actually needed.
Right now most of Harper's operating knowledge lives in people's heads: how a top rep prioritizes quotes, how service handles an edge case, which underwriter to chase, what a customer really means when they push back at bind, why a workflow changed yesterday. That works at small scale and...
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