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 werent 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.

Were pursuing the most ambitious technical vision in commercial insurance: fully autonomous underwriting. Were 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. Were building:

• Faster decisions

• Smarter more accurate pricing

• Better risk outcomes for insureds who invest in safer practices

Were not just modernizing insurance products. Were building the risk infrastructure for the next generation of financial services.

Our Investors

In March 2026 Shepherd raised a $42M Series B bringing total funding to over $60M led by Intact Private Capital the investment arm of one of the largest insurers in the world. Intact is not only our lead investor but also a carrier partner a testament to the confidence the incumbent industry has in what were building. Our investors:

• Intact Private Capital

• Spark Capital

• Costanoa Ventures

• Y Combinator

• Susa Ventures

• And several others

Our Team

Were a team of technologists and insurance enthusiasts bridging the two worlds together. Check out our About page to learn more.

The Role

We 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 Youll 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 Were 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 Matters

Insurance 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 Stack

Frontend

• React &

• Typescript

• GraphQL w/ Apollo

Backend

• Postgres & Redis

• Typescript

• GraphQL APIs

Benefits

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

Required Experience:

IC