AI Product Manager at Shepherd in San Francisco, CA

Job description

What we do Build the insurance behind the physical world. The world is building data centers, energy projects, hospitals, schools, and critical infrastructure. Every one of those projects needs insurance to move forward. Yet the process of getting that insurance still depends on scattered documents, manual work, and weeks of back-and-forth. Shepherd is rebuilding commercial insurance with software, data, AI, and deep underwriting expertise. We started in construction and energy, where understanding the specifics of a project matters and better decisions have consequences far beyond a screen. We develop insurance products, decide which risks to insure and how to price them, and partner with established insurers to back the coverage. We own the platform our team uses to turn complex submissions into coverage for the builders and operators shaping the world around us. Real problems. Real ownership. Our engineers, designers, underwriters, and actuaries build together. The problems span turning messy documents into reliable data, making pricing more precise, and designing AI agents that can take on increasingly complex underwriting work. The ambition is a platform where experts spend more time on judgment and relationships, supported by software that handles the work around them. Join us to build systems whose decisions help real projects get built. 630+ customers / $500B+ insured project value Our investors Capital to build. Partners to grow with. $67M total funding / $42M Series B in March 2026 Shepherd is backed by Intact Private Capital, Costanoa Ventures, Spark Capital, Susa Ventures, and Y Combinator. In March 2026, we announced a $42M Series B led by Intact Private Capital, bringing our total funding to $67M. Intact is also a capacity partner. Alongside its investment, Intact works with Shepherd to bring insurance products to market. That relationship connects our platform and underwriting expertise with the resources of a global insurer. A bigger opportunity ahead We are investing in new insurance products, our underwriting team, and the path toward autonomous underwriting. For the people joining Shepherd, that means the chance to shape both the technology and the business it makes possible. Our backing brings together investors who build technology companies and partners who understand insurance. We are building a company that earns the confidence of both. You'll be supporting the Nova Team Nova is the team building fully autonomous underwriting. A broker wants coverage for a construction project and emails us a pile of documents: an application, years of claims history, a spreadsheet of what's being built and what it costs, payroll records, prior policies, and a note with the real context buried in the third paragraph. No two brokers send the same thing. An underwriter reads all of it, pulls out a few hundred facts, judges how risky the project is, and prices it. Nova does that work end to end, with agents that read the documents, extract and reconcile the facts, chase down what's missing, and hand back a priced account. We structure the roadmap as an autonomy ladder borrowed from self-driving. L1 is a human doing the job with assistance. L5 is an email arriving and a priced policy coming out with nobody in between. We're in the middle, and progress means expanding the set of accounts the system handles unsupervised. The business case is straightforward: our long term vision has a single underwriter overseeing roughly 10x the accounts they handle today, with the system doing intake, analysis, and pricing while the person sets strategy and works exceptions. Getting there is largely a measurement challenge. An account only counts as autonomous if everything on it is right, which makes this a compounding problem rather than an average one, and much of the roadmap comes down to how we define and measure that. About the Role We're looking for an exceptional, entrepreneurial technical product manager to own the roadmap, executi