Actuarial Data Science Lead

What We Do

Yesterday's insurance wasn't built for today's risk. We see it in the data and we feel it in the field. Emerging technology can reinvent how risk is priced and managed, faster and smarter, anchored in proven expertise. First-movers will define the next era of commercial risk management, and Shepherd is building it.

Shepherd is a technology-driven Managing General Underwriter (MGU) transforming commercial Property & Casualty insurance for high-hazard industries. 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.

We're building the fastest, smartest commercial risk platform, where underwriting expertise, data, and automation work together to deliver:

• Faster decisions

• Smarter, more accurate pricing

• Better risk outcomes

With Shepherd, safety, speed, and quality no longer trade off against one another. They compound. We're not just modernizing insurance products. We're building the risk infrastructure for the next generation of financial services, where technology, underwriting, and partnerships operate in harmony to support the world's most important industries and the progress they make possible.

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 we're building. Our investors:

• Intact Private Capital, led our Series B round

• Costanoa Ventures, led our Series A round

• Spark Capital, led our Seed round

• Susa Ventures, lead our Pre-Seed round

• Y Combinator

• And several others

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

Shepherd is building the data infrastructure and predictive models that power modern commercial insurance. As an Actuarial Data Science Lead on the Actuarial & Predictive Analytics team, you will own the development of pricing models starting with commercial auto, one of our highest-volume and most data-rich lines. You'll directly shape the quality of the book we write and the products we bring to market.

This is a high-impact, individual-contributor role for someone who thrives at the intersection of statistical rigor and shipping real products. You will work closely with actuaries, underwriters, and engineers to turn data into decisions.

• Own commercial auto pricing
  models end-to-end from feature development through deployment and iterate on them as the book grows and new data sources come online

• Build and deploy predictive models build and deploy loss cost models that set pricing for Shepherd's commercial auto book

• Design and maintain feature pipelines that transform raw submission, claims, and third-party data into model-ready inputs

• Collaborate with actuaries and underwriters to translate domain expertise into model features and validate outputs against real-world outcomes

• Develop model monitoring frameworks to track drift, performance degradation, and calibration over time

• Run experiments and back-tests to quantify model impact on loss ratios, pricing accuracy, and portfolio quality

• Communicate findings clearly to technical and non-technical stakeholders through concise documentation and presentations

Must-Haves

• 7+ years of professional experience building and deploying personal auto or commercial lines predictive pricing models in production

• Familiarity with actuarial concepts (loss development, exposure rating, credibility)

• Strong foundation in…