GTM Engineer

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. GTM ENGINEER We’re hiring an AI-pilled growth marketer to build Shepherd’s growth engine for brokers: paid media, account-based marketing, broker lifecycle, and the agentic workflows and automation that connects it all the way through to submissions. Your title will be Marketing Engineer, Brokerage Growth and you’ll report to the Head of Marketing. ABOUT THE ROLE Commercial insurance, especially the retail brokerage channel (which is our distribution channel) is a digitally underdeveloped market. The standard B2B growth stack (SEO/SEM, ABM, email marketing, paid ads, funnels, retargeting, intent signals, AI-search visibility…) is not something our audiences are used to seeing, which makes it a huge opportunity for us to take advantage of. Our growth motion should look like an AI company’s growth motion: technical, measured, compounding, and far more productive than a traditional marketing team. In this role, you will prove that thesis by introducing a modern, high-growth engine to a market where standard B2B playbooks barely exist. As our GTM Engineer, you will build and own that stack. You operate like a growth engineer at a frontier AI company, but apply it to commercial insurance: site experimentation, inbound conversion, paid and ABM programs, outbound infrastructure, marketing automation, attribution, GEO/SEO and AI-search entity infrast