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
You turn the judgment locked inside Harper's best operators into AI-legible knowledge — living docs, decision logs, and retrievable skills the agents can actually call — and you get the rest of the company running against it. Two tracks, running in parallel, at the intersection of Operations, Engineering, and RevOps.
What they're looking for
- An exceptional writer and synthesizer. You can take a messy transcript to a clear operating doc, and a clear doc to something a team actually executes against
- Genuinely curious about how organizations work, and happy to sit with operators to find out
- Structured but not bureaucratic. You care whether documentation changes behavior, not whether it looks polished
- Able to operate in chaos without becoming chaotic. Low-ego, persistent, and allergic to "someone should probably document that."
- 3–8 years in a relevant field (see above)
- Exceptional written communication and strong information-architecture instincts
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.
You turn the judgment locked inside Harper's best operators into AI-legible knowledge — living docs, decision logs, and retrievable skills the agents can actually call — and you get the rest of the company running against it.
AI doesn't understand a company by default. It works only when the business is documented clearly enough for a system to retrieve the right context, recognize the workflow, handle the edge case, and escalate when human judgment is required.
Right now most of how Harper operates lives in people's heads: how a top rep sequences quotes, how service handles the weird bind, how market routing actually works, what...
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