
He learned risk from the contractor’s side, sold one construction software company, then returned with a sharper question: what if insurance could see how a jobsite actually works?
Shepherd is a San Francisco insurtech that writes commercial insurance for builders and infrastructure operators. Founded in 2020, it pairs proprietary AI underwriting with real-time construction data to price and issue excess liability, primary casualty and builder's risk policies in hours rather than weeks. Once focused on middle-market general contractors, Shepherd now insures the physical layer of the AI boom - data centers, semiconductor plants and energy assets - having covered more than $400 billion in project value across 1,500-plus policies for 600-plus customers.