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Courtney Gaines

Underwriting Specialist Construction at CNA Insurance

Courtney Gaines, CPCU, is an experienced underwriting professional currently serving as an Underwriting Specialist in Construction at CNA Insurance since October 2025. Previously, Courtney held the position of Sr. Production Underwriter at BerkleyNet from June 2023 to October 2025. Prior to that, Courtney was with CompSource Mutual Insurance Company for a decade, where responsibilities included Underwriting Supervisor and various roles within the Agent Team as well as Direct Unit Underwriter. Courtney earned a Bachelor of Science in Agricultural Communication/Journalism from Oklahoma State University, completing the degree between 2008 and 2012.

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