The all-in-one learning co-pilot. Backed by Y Combinator.
About the role
We're looking for an exceptional, entrepreneurial technical product manager to own the roadmap, execution, discovery, and vision for Nova, and to help define what autonomous underwriting looks like for the whole industry.
What they're looking for
- Hungry, with the track record to back it. 4+ years in product, and you've owned the direction of a hard technical product and can point to what came of it. We care about what you've built and how fast you move more than how many years you've been at it
- Technical in practice. You can read a PR, contribute in an architecture discussion, write your own SQL, and reason about why a model behaves the way it does. You've built things, at work or on your own
- You've shipped AI into production. You know the difference between a demo and a system people rely on, and you have informed opinions about evals and model quality
- Statistically literate. You're comfortable reasoning about distributions and thresholds, and you interrogate a metric before you trust it
- Willing to go deep on the domain. Understanding construction risk well enough to encode it is most of the advantage here. If learning an unfamiliar industry in detail sounds tedious rather than interesting, this won't be a good fit
- A direct communicator. You write clearly, you disagree in the room, and you don't need a deck to make a decision
More about this role
Yesterday's insurance wasn't built for today's risk. We see it in the data and we feel it in the field. Emerging technology can reinvent how risk is priced and managed, faster and smarter, anchored in proven expertise. First-movers will define the next era of commercial risk management, and Shepherd is building it.
Shepherd is a technology-driven Managing General Underwriter (MGU) transforming commercial Property & Casualty insurance for high-hazard industries. Our mission is to make risk frictionless for the builders and operators shaping the physical world, protecting progress from concept through construction and into decades of operation.
We're building the fastest, smartest commercial risk platform, where underwriting expertise, data, and automation work together to deliver:
Faster decisions
Smarter, more accurate pricing
Better risk outcomes
With Shepherd, safety, speed, and quality no longer trade off against one another. They compound. We're not just modernizing insurance products. We're building the risk infrastructure for the next generation of financial services, where technology, underwriting, and partnerships operate in harmony to support the world's most important...
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