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Shepherd is seeking an experienced underwriter to join our client-centric team. This onsite role supports efficient underwriting decisions tailored to client needs across our NYC, SF, Chicago, LA, and Dallas offices.
Candidates should have 5+ years in commercial underwriting (construction, casualty, builder's risk) and a bachelor’s degree or equivalent. You will lead negotiations, manage multiple accounts, and collaborate with internal and external partners to close deals.
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:
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:
We're not just modernizing insurance products. We're building the risk infrastructure for the next generation of financial services.
We are looking for a motivated and eager individual who’s passionate about the future of construction and eager to do the best work of their career.
You would be a dream candidate if…
Shepherd's underwriting approach will be client-centric with a heavy emphasis on an efficient process. Our goal will be to leverage our technology and data to make quick, informed, underwriting decisions tailored to our client's specific needs.
This is an onsite position in our New York City, San Francisco, Chicago, Los Angeles, or Dallas Fort Worth offices.
Premium Healthcare
100% contribution to top-tier health, dental, and vision
Fertility benefits and family building support
Unlimited PTO
Flexibility to take the time off, recharge, and perform
Daily lunches, dinners, and snacks
We work together, and enjoy meals together too
SF, NYC, Dallas-Fort Worth, Chicago and LA Offices
Professional Development
Access to premium coaching, including leadership development
Competitive 401(k) Plan
Dog-friendly office
Plenty of dogs to play with and make friends with in the SF office