Actuarial Analyst
ShepherdChicago$110k – $140kPosted 23 March 2026
Tech Stack
Job Description
Actuarial Analyst
WHAT WE DO
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.
OUR INVESTORS
To date, Shepherd has raised over $20M from leading investors, including:
- Spark Capital https://www.sparkcapital.com/
- Costanoa Ventures https://costanoa.vc/
- Y Combinator https://www.ycombinator.com/
- Susa Ventures https://www.susaventures.com/
- Intact Ventures https://www.intactfc.com/about-us/intact-ventures
- And several others
OUR TEAM
We're a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our About https://www.shepherdinsurance.com/about page to learn more.
ACTUARIAL ANALYST
Chicago, San Francisco or New York City (Onsite)
Department: Actuarial Team
Reports to: Actuarial Lead
Location: Chicago, San Francisco, New York
Experience Level: 2 - 5 years
Salary Range: $110,000 - $140,000
What We Do
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.
Our Investors
To date, Shepherd has raised over $20M from leading investors, including:
- Spark Capital
- Costanoa Ventures
- Y Combinator
- Susa Ventures
- Intact Ventures
- And several others
Our Team
We're a team of technologists and insurance enthusiasts, bridging the two worlds together. Check out our About page to learn more.
ABOUT THE ROLE
We are seeking a detail-oriented and analytical Actuarial Analyst to join our actuarial team supporting multiple commercial lines of business, including General Liability, Workers' Compensation, Commercial Property, and Excess Casualty. This role is perfect for someone who thrives on executing rigorous insurance analysis, collaborating cross-functionally, and delivering precise, actionable insights that drive competitive advantage.
As an Actuarial Analyst, you will be the bridge between market intelligence, regulatory requirements, and data-driven product decisions. You will be joining a small team of actuaries to play a critical role in ensuring our products remain competitive while maintaining compliance across all jurisdictions where we operate. The actuarial team works in close partnership with underwriters and software engineers, translating actuarial insights into the technology and decisions that power a modern i ... (truncated, view full listing at source)
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