Digital Insurance Summit 2025 | customer-first insurance innovation

April 28 - 29, 2025

Westin Copley Place - Boston, MA

James Gregory

Underwriting Manager Markel Corporation

Jamie Gregory has worked at Markel for over 10 years and has devoted his insurance career to fine art underwriting since 2005. His underwriting experience spans the length of the fine art spectrum from private collectors to museums and galleries. Jamie focuses on the customer and seeks to deploy insurance products in the environments inhabited by his customer via digital underwriting platforms distributed by insurance agents and brokers and occasionally direct to consumer.

Jamie and his wife share Markel Corporation’s commitment to community by supporting local Richmond VA museums, other art-based nonprofits and purchasing work from local galleries. Jamie is on the executive board of Studio Two Three and the collections committee for Maymont. Jamie graduated from Randolph-Macon College, lived and worked in Los Angeles & Chicago and is a 2021 MBA candidate at Virginia Commonwealth University.  


Check out the incredible speaker line-up to see who will be joining James.

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