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
Harper isn't an AI tool sold to brokers. We are the broker — we do the work end-to-end and sell the outcome: the right coverage, fast, at the right price, with the right service. Owning both sides is the moat, and the companies that win this transition won't just have great AI; they'll have figured out how to organize themselves around it, so that knowledge gets encoded into systems agents and operators can query. That's the question this role sits inside.
What they're looking for
- 1–3 years in product, or an early-career operator, engineer, or AI researcher who's been doing the work without the title
- Demonstrated end-to-end ownership of a product or system — KPIs, roadmap, execution — and a track record of going deep on a domain and encoding what you learned into a system
- You get what an AI services company is: we're not selling software, we're doing the work and selling the outcome, which means you ship behavior into a probabilistic system real operators and customers have to trust
- You're obsessed with evals — you'd rather ship a worse model with a great eval harness than the reverse — and you think in KPIs ("we cut handle time 40%," not "we shipped the feature")
- You can build: Cursor, Claude Code, Lovable. You can argue AI tradeoffs (agents, LLMs, context engineering, data pipelines, evals) with the engineer who writes the code, even though you don't write it
- You go deep before you go wide, and you want to own a thing, not coordinate one. If "PM" sounds like meetings, this isn't it
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.
Harper isn't an AI tool sold to brokers. We are the broker — we do the work end-to-end and sell the outcome: the right coverage, fast, at the right price, with the right service. Owning both sides is the moat, and the companies that win this transition won't just have great AI; they'll have figured out how to organize themselves around it, so that knowledge gets encoded into systems agents and operators can query. That's the question this role sits inside. You'll own a module of the business end-to-end — the customer experience, the operator workflows, and the AI agents underneath — and run it with a forward-deployed engineer and...
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