The RoleWe are hiring a Software Engineer focused on Applied AI to build intelligent systems that directly power our underwriting and pricing engine. This role sits at the intersection of product engineering, AI infrastructure, and real-world insurance workflows.
You will design and ship production AI systems that meaningfully improve how we evaluate risk, price policies, and operate our business.
What You'll Do- Partner with product, engineering, underwriting, and data teams to identify high-leverage AI opportunities
- Design, build, and deploy LLM-powered features across underwriting, pricing, and internal tooling
- Develop AI agents and retrieval-augmented systems that extract structured insights from unstructured insurance data
- Build production-grade AI infrastructure for model serving, inference, evaluation, and monitoring
- Create internal AI tools that enable underwriters and operators to move faster with higher quality decisions
- Establish best practices for prompt engineering, evaluation frameworks, and model reliability
- Own AI features end-to-end from ideation to production
What We're Looking For- 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
- A product mindset and the ability to translate ambiguous business problems into concrete AI systems
- You have at least 5+ years of working experience (preferably as a full-stack engineer) with a track record of delivering high-impact products
Bonus Points- Experience building AI agents or multi-step reasoning systems
- Background in applied machine learning beyond generative AI
- Experience with pricing systems, financial infrastructure, or risk modeling
- Interest in transforming legacy industries with modern AI systems
Why This Role MattersInsurance is one of the largest industries in the world, yet much of underwriting and pricing remains manual and fragmented. At Shepherd, AI is not a side project - it is core to how we build durable competitive advantage.
You will help define how applied AI transforms risk evaluation in high-hazard industries and shape the future of AI-native insurance infrastructure.
Our Tech StackFrontend
- React & Next.js
- Typescript
- GraphQL w/ Apollo
Backend
- Node.js
- Postgres & Redis
- Typescript
- GraphQL APIs
How we workShepherd runs on four values. Here's what each one means in this seat.
- Think big, build big. We exist to protect progress and the industries that rely on it. The work here is aimed at a system that runs on its own, and the roadmap gets sequenced backward from that rather than forward from what's easy.
- Win together. We rise as one. We support each other, raise the bar, and celebrate collective success. As the first PM you set a standard the rest of the team inherits, and the milestones belong to the team rather than to product.
- Cross the aisle. Collaboration wins. We listen deeply, work across boundaries, and prioritize shared success over individual lanes. The best product calls here come from engineers who've sat with underwriters and underwriters who understand where the model breaks, and much of this job is listening closely enough on both sides to make that happen.
- Go get it. We act with urgency, move with confidence, take smart risks, and push forward with intention. Nobody hands you the roadmap, the data, or the meeting invite. You pull the failing runs, book the time with the underwriters, and decide what matters.
Benefits Premium Healthcare100% contribution to top-tier health, dental, and vision
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Fertility benefits and family building support Unlimited PTOFlexibility to take the time off, recharge, and perform
🥗 Daily lunches, dinners, and snacksWe work together, and enjoy meals together too
SF, NYC, Dallas-Fort Worth, Chicago and LA Offices Professional DevelopmentAccess to premium coaching, including leadership development
Competitive401(k) Plan Dog-friendly officePlenty of dogs to play with and make friends with in the SF office
