Shepherd

Commercial Insurance

GTMEngineer

$145–190k New York, New York, United States FULL TIME
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“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.

Commercial Insurance
Problems you'll solve

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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