7 months ago
Base Salary
$170k - $220k/yr
Responsibilities
- Partner with product, engineering, underwriting, and data teams to identify high-leverage AI opportunities
- Design, build, and deploy LLM-powered features for underwriting, pricing, and internal tooling
- Develop AI agents and retrieval-augmented systems that extract structured insights from unstructured insurance data
- Build production-grade infrastructure for model serving, inference, evaluation, and monitoring
- Create internal AI tools that help underwriters and operators make faster, higher-quality decisions
- Establish best practices for prompt engineering, evaluation frameworks, and model reliability
- Own AI features end-to-end from ideation through production
Requirements
- At least five years of working experience, preferably as a full-stack engineer, with a record of delivering high-impact products
- Strong backend engineering experience building scalable APIs and distributed systems
- Hands-on experience shipping AI-powered products into production
- Familiarity with LLMs, RAG architectures, embeddings, and vector databases
- Experience integrating AI systems into user-facing or workflow-driven applications
- Comfort with cloud infrastructure and deploying AI workloads at scale
- Ability to translate ambiguous business problems into concrete AI systems with a product mindset
- Bonus: experience building AI agents or multi-step reasoning systems
- Bonus: applied machine learning experience beyond generative AI
- Bonus: experience with pricing systems, financial infrastructure, or risk modeling
Benefits
- 100% employer contribution to health, dental, and vision insurance
- Fertility benefits and family-building support
- Unlimited paid time off
- Daily lunches, dinners, and snacks
- Offices in San Francisco, New York City, Dallas-Fort Worth, Chicago, and Los Angeles
- Professional development and premium coaching, including leadership development
- Competitive 401(k) plan
- Dog-friendly San Francisco office
Tech Stack
Categories
About Shepherd
Shepherd is a technology-driven managing general underwriter that provides casualty insurance and risk management tools for commercial construction and other high‑hazard industries. It sells through brokers and pairs underwriting with software to help contractors manage safety and claims. Founded in 2021 and headquartered in San Francisco, Shepherd is privately held and partners with carriers including Intact; it announced a Series B round in 2026 led by Intact Private Capital.