Software Engineer, AI Product + Agents

WHAT WE DO Shepherd is an AI-native commercial insurance platform transforming how high-hazard industries get covered. 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. The infrastructure behind the AI boom — data centers, semiconductor fabs, renewable energy assets — has to be built and insured. But traditional carriers weren't built for this speed: - Complex commercial construction projects routinely wait weeks for a single quote - Legacy carriers rely on static applications and disconnected systems - Brokers chase carriers through calls, emails, and resubmissions We built Shepherd to solve that. Our AI performs the same underwriting workflows in seconds, and integrates real-time data from construction technology partners — Procore, Autodesk, OpenSpace, DroneDeploy, and others — to see risk as it actually exists, not just as it was reported on a static form. We're pursuing the most ambitious technical vision in commercial insurance: fully autonomous underwriting. We're closing in on the first fully agentic submission in the industry — email in, price out, no human intervention until the last mile. With Shepherd, safety, speed, and quality no longer trade off against one another — they compound. We're building: - Faster decisions - Smarter, more accurate pricing - Better risk outcomes for insureds who invest in safer practices We're not just modernizing insurance products. We're building the risk infrastructure for the next generation of financial services. OUR INVESTORS In March 2026, Shepherd raised a $42M Series B https://www.linkedin.com/posts/justindlevine29_today-were-announcing-our-42m-series-b-activity-7442200922291630080-z1gw?rcm=ACoAAAkOMEwBRnAAXmdnQcaOJeioCu6VCqR6Gzc&utm_medium=member_desktop&utm_source=share — bringing total funding to over $60M — led by Intact Private Capital, the investment arm of one of the largest insurers in the world. Intact is not only our lead investor but also a carrier partner, a testament to the confidence the incumbent industry has in what we're building. Our investors: - Intact Private Capital https://www.intactfc.com/about-us/intact-ventures - Spark Capital https://www.sparkcapital.com/ - Costanoa Ventures https://costanoa.vc/ - Y Combinator https://www.ycombinator.com/ - Susa Ventures https://www.susaventures.com/ - And several others OUR TEAM We're a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our About https://www.shepherdinsurance.com/about page to learn more. THE ROLE We're looking for a talented software engineer who's passionate about what we're building and ready to do the best work of their career. You thrive on ownership, drive results, and care deeply about both technical excellence and customer impact. You would be our dream candidate if... - You aren't afraid of ambiguity, and it may even excite you - You enjoy shipping product every day (maybe multiple times a day) while maintaining high quality standards - You enjoy wearing multiple hats while solving problems; as an engineer, product manager, and designer - You take end-to-end ownership of features and systems, from conception through release - You care about the built-world and how to improve construction safety and productivity - You care about others' growth and welcome mentoring other engineers — you've led or been a major contributor on significant projects - You have strong opinions, weakly held — you advocate for your ideas but adapt when presented with better solutions - You communicate technical concepts clearly to both technical and non-technical stakeholders - You have experience working with Javascript/Typescript (backend and/or frontend) - You have at least 5+ years of working experience (preferably as a full-stack engineer) with a track record of delivering high-impact products About the Role Shepherd's platform consists o