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Tripp Craig has extensive work experience in the insurance industry. From April 2017 to April 2022, they served as the Director of Business Development at Keystone Insurers Group. In this role, Tripp focused on developing unique insurance and risk management solutions for large, complex accounts. Tripp had expertise in loss sensitive and captive property and casualty insurance programs. Since April 2022, Tripp has been working as the Senior Vice President of Placement and Corporate Development at Winter-Dent & Company.

Tripp Craig attended Conestoga High School from 1979 to 1981, where they served as the Senior Class President and actively participated in rugby and soccer. Tripp then pursued higher education at Widener University from 1983 to 1985, earning a Bachelor of Arts degree in Political Science.