Operating Memory Lead

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 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.

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 work