Future AI Founder
About The Position
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. Founder training disguised as a job. 12 months here equals 5 years anywhere else. The Thesis To build AI that amplifies human judgment, you first have to understand the work at a molecular level—the exceptions, the precedents, the decision traces that currently live in people’s heads. You’ll spend 6-18 months embedded in Harper’s operations, then help design the systems that make everyone more effective. The Role This is not an analyst role. This is founder training. You’ll do the work—sales calls, processing applications, customer service—and document every edge case. Then you’ll create templates that turn tribal knowledge into structured data. Everyone at Harper has agency to build. Use Claude Code, Lovable, Cursor. Get your hands dirty. Three tracks: Business Development, Sales, or Customer Service.
Requirements
- Recent grad from a top program, or 0-2 years with standout experience
- High agency and ownership mentality
- Strong communication skills
- Based in San Francisco or willing to relocate
Nice To Haves
- Started something (company, project, community)
- Technical background or comfort with AI tools
- Experience in customer-facing roles
Responsibilities
- Learn by doing — Take sales calls, process applications, handle customer service, work with underwriters
- Build systems — Document every process, decision, and edge case you encounter
- Create templates — Turn tribal knowledge into structured data and workflows that scale
- Work with engineering — Build automation on top of what you’ve learned
Benefits
- Health, dental, and vision insurance
- Commuter benefits
- Team meals and snacks
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What This Job Offers
Job Type
Full-time
Career Level
Entry Level
Education Level
No Education Listed
