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How AI Is Changing the Casualty Insurance Game with Jayson Taylor

IN-the-Know

Release Date: 06/03/2026

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Jayson Taylor is the Head of Casualty at MSIG USA. He previously served as Head of Excess Casualty for Argo Group and has held actuarial roles responsible for workers’ compensation, warranty, property, and liability lines with QBE North America, Wells Fargo, and EMPLOYERS. He earned a B.A. in Business Administration from the University of Florida. This episode of In the Know was recorded live at RIMS RISKWORLD 2026 and features a conversation between Chris Hampshire and Jayson about advancing technologies, successful product development and launch, and the importance of building business relationships.

 

Key Takeaways

  • Jayson’s career started with a love of numbers.

  • The presence and strategies of MSIG.

  • Key differences between global and U.S. insurance companies.

  • Transitioning from an actuarial to a relationship-based role.

  • Insights into RIMS RISKWORLD 2026.

  • Addressing rate increases with transparency.

  • What Jayson looks for in his team members.

  • Questions to ask yourself when changing roles.

  • The impact of AI and data in risk management.

  • Attracting talent to the insurance industry.

  • Keys to successful product development and launch.

  • A five-year look to the future of the industry.

  • Jayson’s advice to his early career self.

 

In the Know podcast theme music written and performed by James Jones, CPCU, and Kole Shuda of the band If-Then.

 

To learn more about the CPCU Society, its membership, and educational offerings, tools, and programs, please visit CPCUSociety.org.

 

Follow the CPCU Society on social media:

X (Twitter): @CPCUSociety

Facebook: @CPCUSociety

LinkedIn: @The Institutes CPCU Society

Instagram: @the_cpcu_society

 

Quotes

  • “Business is built on the relationships you build.”

  • “We are in the business of paying claims to keep businesses going.”

  • “Put your focus on measuring what matters.”