ProductManager

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. You'll own a module. Encode the nuance into AI. Move the metric. Then go own the next. THE THESIS Every industry with human-bounded distribution consolidates rapidly once someone makes it computational. Search before Google. Ride-hailing before Uber. When distribution becomes computational, Jevons Paradox kicks in: efficiency leads to expansion. When getting the right coverage becomes fast and frictionless, the 77% of underinsured businesses will finally get properly protected. The companies that win this transition won't just have great AI. They'll have figured out how to organize themselves around it—how knowledge gets encoded into systems queryable by agents and operators. The organization is the moat. We're at the forefront of figuring out what an AI-native company looks like, and this role sits inside that question. Harper isn't an AI tool sold to brokers. We are the broker. We do the work end-to-end and sell the outcome: small businesses get the right coverage, fast, at the right price, with the right service. Same-day quotes, instant certificates, real answers, 24/7. Owning both sides is the moat. THE ROLE Harper operates like a factory with a series of modules spanning the full lifecycle from intake through renewals. Across them we run a stack of internal AI systems covering operator guidance, the operational backbone that matches risks to un