Shepherd builds an AI-native platform for commercial insurance targeting builders and operators in construction and related industries. It uses data and technology for faster underwriting, real-time pricing, and autonomous decisions to insure physical infrastructure projects. The platform serves middle-market to enterprise customers, insuring over $400B in project value.
Senior underwriter developing and negotiating commercial construction and casualty policies, leveraging AI tools for fast, data-driven decisions. Requires 5+ years commercial underwriting experience and strong sales/negotiation skills.
160k – 205k
On-site5+ YOEOther
GTM Engineer
ShepherdNew York, NY
Build and own Shepherd's broker growth engine: paid media, ABM, lifecycle automation, conversion optimization, and AI-native search infrastructure. 4+ years growth marketing + technical execution at a B2B tech company; extremely hands-on with AI tools.
145k – 190k
On-site4+ YOEGTM Engineering
Brand and Experiences
ShepherdNew York, NY +1
Own Shepherd's brand presence across events, social, content, and executive communications. Design memorable broker experiences and activations while stewarding visual identity and managing 6-7 figure event budgets.
150k – 200k
On-site5+ YOEBrand Design
Marketing Engineer, Brokerage Growth
ShepherdNew York, NY +1
Build and own Shepherd's growth engine for brokers, including paid media, ABM, lifecycle automation, attribution, and AI-native marketing infrastructure in commercial insurance. Requires 4+ years in growth marketing and demand generation at fast-moving tech companies, with strong technical execution and AI fluency.
145k – 190k
On-site4+ YOEGrowth Marketing
GTM Analytics & Strategy
ShepherdSan Francisco, CA
Analyzes GTM data across sales, pipeline, and operations to drive strategy, growth levers, and performance insights. Partners with leadership using SQL, BI tools, and Salesforce to deliver dashboards and recommendations. Requires 5+ years in analytics.
150k – 205k
On-site5+ YOEData Analytics
Actuarial Data Scientist
ShepherdSan Francisco, CA +4
Develops and deploys end-to-end pricing models for commercial auto insurance, building feature pipelines from messy data and monitoring performance. Requires 3+ years experience with statistical modeling (GLMs, GBDTs), Python/SQL, and actuarial concepts.
160k – 200k
On-site3+ YOEData Science
Founding Machine Learning Engineer
ShepherdSan Francisco, CA +4
Builds end-to-end ML systems for autonomous insurance underwriting, finetuning LLMs, closing feedback loops with underwriter data, and deploying production models. Requires 4+ years ML experience, Python proficiency, and production LLM expertise.
180k – 220k
On-site4+ YOEML Engineering
Software Engineer, Applied AI
ShepherdSan Francisco, CA +4
Builds and deploys production AI systems including LLM-powered features, agents, and RAG for underwriting, pricing, and risk evaluation in insurance. Requires 5+ years backend experience, hands-on AI product shipping, and familiarity with LLMs and vector DBs.
170k – 220k
On-site5+ YOEML Engineering
Business Development
ShepherdNew York, NY +4
Drives broker partnerships for AI-powered commercial insurance platform by developing relationships, managing sales pipeline, and ensuring post-sale success in high-hazard construction coverage. Requires 5+ years insurance sales experience, active P&C license, and construction coverage expertise.
100k – 160k
On-site5+ YOEBusiness Development
Executive Underwriter
ShepherdNew York, NY +3
Negotiates pricing, coverage, and terms for commercial construction and casualty insurance policies. Identifies target accounts, performs risk analysis, and drives new business development with 7+ years underwriting experience.
185k – 228k
On-site7+ YOEOther
Senior Underwriter
ShepherdNew York, NY +2
Senior Underwriter develops and negotiates pricing, coverage, and terms for commercial construction and casualty insurance, identifies target accounts, and drives new business using AI-driven tools. Requires 5+ years underwriting experience, strong sales skills, and Bachelor's degree.
160k – 205k
On-site5+ YOEOther
Software Engineer, AI Product + Agents
ShepherdSan Francisco, CA +4
Builds AI-driven products and agents for autonomous underwriting in commercial insurance, working full-stack to integrate real-time data and experiment with AI implementations. Requires 5+ years experience with TypeScript/JavaScript and passion for construction risk.
170k – 220k
On-site5+ YOEFullstack Engineering
Software Engineer, Full Stack
ShepherdSan Francisco, CA +4
Builds and owns backend systems for underwriting, pricing, and policy workflows in an AI-native insurance platform. Requires 4+ years experience with TypeScript/Python backend, API design, and data-heavy systems.
170k – 220k
On-site4+ YOEFullstack Engineering
Software Engineer, Backend
ShepherdSan Francisco, CA +4
Builds and owns backend systems for AI-native commercial insurance platform handling data collection, automated underwriting, and policy administration. Requires 5+ years experience with Node.js, TypeScript, GraphQL, and insurance domain knowledge.