Shepherd
Commercial Insurance
GTMEngineer
Neural analysis suggests this role is
optimal for Mid+ candidates.
“GTM Engineer at Shepherd. Skills: Growth marketing, Demand generation, Technical execution, AI-native growth. Own paid media & ABM. Run paid programs end-to-end”
What You'll Achieve.
Turn broker activations into submissions; Get every broker right touch; Get every underwriter intelligence; Show what's working
Industry & Context.
Data analysis; Root cause analysis; Debugging; Troubleshooting
What They're Looking For.
Must Have
4+ years growth marketing, 4+ years demand generation, 4+ years technical execution
Nice to Have
Experience in insurtech, Experience in fintech, Experience in vertical SaaS, Experience in AI-native company, Clear view of AI-native growth
What You'll Do.
Run paid programs end-to-end
Build outbound and lifecycle infrastructure
Design broker lifecycle journeys
Implement signal-based triggers
Improve conversion across funnel
Build and iterate landing pages
Own experimentation and CRO
Stand up GEO / AI search
Implement structured data
Implement schema markup
Implement entity infrastructure
Implement marketing automation & attribution
Produce performance creative
Turn ideas into assets
Increase experimentation velocity
Translate results into next steps
How You'll Work.
Team & Collaboration
Cross-functional teams; Broker activations; Underwriter enablement
Communication Scope
Executive presentations; Technical documentation; Client meetings
Process & Methodology
Roadmap planning
Full Job Description
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 i
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