AI Founder, Generalist
full-time•on-site•San Francisco•$100k - $140k+ 0.01% - 0.20%
About this role
The Opportunity
Founder training disguised as a job.
12 months here = 5 years anywhere else.
12 months here = 5 years anywhere else.
This is not an analyst role. This is not an internship. This is founder training.
You'll spend 6–18 months embedded in Harper's operations — sales, customer service, underwriting, carrier relations. You'll do the work. You'll understand every edge case, every exception, every decision that currently lives in someone's head. Then you'll document it, template it, and design the systems that automate it.
The mental model:
We're building a factory that will serve millions of businesses. You'll be on the factory floor, learning every station, then helping design the automation that replaces manual work.
The Thesis
Understand the problem so deeply
you can teach AI to solve it.
you can teach AI to solve it.
The goal isn't to process insurance. The goal is to understand it so deeply that you can teach AI to do it. Every form you fill out, every customer call you take, every edge case you encounter — that's data for the system you'll help build.
Everyone at Harper has agency to build. You don't need to be an engineer. Spin up Claude Code. Use Lovable. Fire up Cursor. Get your hands dirty. Getting closer to the problem is how you encode it better.
What You'll Do
01
Embed across operations — Sales, service, underwriting, carrier relations. Learn every workflow by doing it.
02
Document and systematize — Turn tribal knowledge into templates, playbooks, and specs that AI can learn from.
03
Design the automation — Use every tool at your disposal to build the systems that replace manual work.
04
Build with agency — Ship features, prototype tools, and solve problems with whatever stack works. No permission needed.
You Might Be a Fit If…
🔥
You want to start a company someday and need the operational reps to back it up
🧠
You learn by doing — not reading about it, not watching someone else do it
⚡
High agency, high intensity. You don't wait for instructions — you figure it out and move
🛠️
Comfortable with AI tools — Claude, Cursor, Lovable — and willing to build, not just spec
What you'll do
- Take sales calls and understand how businesses buy insurance
- Process applications and learn what carriers actually need
- Handle customer service and see where the friction lives
- Work with underwriters and understand risk evaluation
- Document every process, decision, and edge case you encounter
- Create templates that turn tribal knowledge into structured data
- Design workflows that scale
- Work with engineering to build automation on top of what you’ve learned
About Harper
Harper is a commercial E&S insurance brokerage. From prospecting and quoting to binding and service, our proprietary AI-native tech stack powers our organization.
Ready to join Harper?
Take the next step in your career journey
Frequently Asked Questions
What does Harper pay for a AI Founder, Generalist?
Harper offers a competitive compensation package for the AI Founder, Generalist role. The salary range is USD 100k - 140k per year, plus 0.01% - 0.20% equity. Apply through Clera to learn more about the full compensation details.
What does a AI Founder, Generalist do at Harper?
As a AI Founder, Generalist at Harper, you will: take sales calls and understand how businesses buy insurance; process applications and learn what carriers actually need; handle customer service and see where the friction lives; and more.
Is the AI Founder, Generalist position at Harper remote?
The AI Founder, Generalist position at Harper is based in San Francisco, United States and is on-site. Contact the company through Clera for specific work arrangement details.
How do I apply for the AI Founder, Generalist position at Harper?
You can apply for the AI Founder, Generalist position at Harperdirectly through Clera. Click the "Apply Now" button above to start your application. Clera's AI-powered platform will help match your profile with this opportunity and guide you through the application process.