Own end-to-end launch of new insurance verticals: identify emerging markets, pressure-test opportunities, design workflows, acquire first customers, and hand off repeatable motions. Requires 3-6 years of startup GTM/ops experience and comfort with ambiguity.
125k – 170k
On-site3+ YOEBusiness Development
About the role
What You'll Do
Find the next vertical. Watch where the world is going — new industries, new kinds of businesses, shifts you notice before they're consensus — and bring a sharp point of view on where Harper should go next.
Pressure-test the opportunity. Decide, with limited information, whether a new market is real and whether Harper can serve it well. Bring the thesis and make the case.
Map the path with the team. Work alongside our market and underwriting teams to understand how a new kind of business can actually be covered and what it would take to do it well.
Stand it up end to end. Turn a cold idea into a working business — the workflow, the tools, the way a customer goes from interested to covered. You design the motion; the team builds it with you.
Prove it with real customers. Get the first handful of customers covered and learn what truly works — sometimes by getting on the phone yourself. The goal is a motion tested on real deals, not a plan on a slide.
Drive intake quality and L&D. A clean handoff is where a new vertical succeeds or stalls. Find where things break, fix the patterns, and bring the people working in your vertical up to speed.
Make it repeatable, then hand it off. Codify what works so a team can run it without you — which frees you to go explore the next territory.
Use AI as your default leverage. Do the work of a much larger team with AI doing the heavy lifting and you on top — deciding, verifying, and owning the calls.
Who You Are
You're a few years into your career and have already shown you can own ambiguous, high-stakes work and figure it out — at a startup, in a GTM or operating role, in consulting or banking, or by building something yourself.
You've helped take something from an early idea to real traction — a product, a market, a feature, a business line — and you want a bigger swing of your own next.
You're a builder, not a scaler. You create structure where there's none, and you'd be bored inheriting a motion someone else already proved.
You're a generalist: comfortable moving across strategy, operations, and commercial work in the same day, and willing to do any of it yourself.
You can get people who don't report to you pulling in the same direction.
You're curious about the world and quick to form a view on where things are heading.
You move fast when the picture is incomplete and make the call instead of waiting for certainty.
You learn new domains fast. You don't need insurance experience — you do need to get up to speed on a new market quickly.
You treat AI as real leverage and expect to do the work of a much larger team.
What We're Looking For
~3–6 years owning ambiguous problems and delivering — startup operating or GTM, new-market or new-product work, consulting, banking, or founding something
Evidence you can take something from an early idea toward real traction, even if you didn't do it alone
Comfort operating with ambiguity and incomplete information
Based in SF or willing to relocate; on-site, in person
Nice to Have
Experience launching a new market, product, or vertical at a scaled startup or unicorn
Founder or early-operator background — you've built something from nothing
Comfort partnering closely with product, engineering, and operating teams
Marketplace, fintech, or other operationally complex / regulated-industry experience
Compensation & Logistics
Base salary: $125,000–$170,000, plus variable and equity
Equity: Yes — meaningful, reflecting the early, high-ownership scope of the seat
Schedule: Monday–Friday, long days, on-site in San Francisco; occasional travel as new markets require
Licensing: Open to obtaining a commercial insurance producer license if the work calls for it (Harper pays for training and the exam)
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