Revenue Operations

WHAT WE DO 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 industries and the progress they make possible. 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, led our Series B round - Costanoa Ventures https://costanoa.vc/, led our Series A round - Spark Capital https://www.sparkcapital.com/, led our Seed round - Susa Ventures https://www.susaventures.com/, lead our Pre-Seed round - Y Combinator https://www.ycombinator.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. ABOUT YOU As our first Revenue Operations hire, you will play a critical role in shaping how Shepherd grows and scales. You’ll work across datasets and systems spanning GTM, underwriting, marketing, and operations to surface insights that inform strategy, execution, and resource allocation. This is a high-impact, high-visibility role with direct exposure to company leadership. You’ll partner closely with teams across Shepherd to evaluate key GTM questions, identify growth and efficiency levers, and translate data into clear, actionable recommendations. ABOUT THE ROLE Shepherd is looking for our first Revenue Operations hire to be the operational backbone of our GTM team. This role sits at the intersection of strategy and execution — you'll partner closely with GTM leadership to improve how our team operates, identify what's working and what isn't, and build the systems and processes that help us scale. You're someone who understands the mechanics of GTM motions deeply and technical enough to independently navigate our internal tooling and data. We value working together in person and are looking for candidates who can be onsite at our San Francisco HQ. RESPONSIBILITIES GTM Operating Cadence - Serve as a strategic business partner to GTM leadership — supporting pipeline reviews, forecast calls, and QBRs with rigorous, well-structured analysis - Own the operating rhythm of the GTM team: weekly reporting, pipeline hygiene standards, and performance tracking against targets - Identify bottlenecks and inefficiencies in the GTM process and lead initiatives to address them - Translate GTM strategy into oper…