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Trent Dickeson has had a diverse work experience since 2015. Trent began their career as a Referee for the Mount Cheaha Basketball Association, where they officiated basketball games at the recreation, junior high, and varsity level, operated the scoreboard, and kept the official book when necessary. In 2018, they joined the Rome Braves, Single-A Affiliate of the Atlanta Braves, as a Trainee, where they assisted in Stadium Operations, prepared concession stands, counted inventory, supervised concession stands and bars, and participated in promotional activities to assist with the sales department. In 2019, they worked as a Fleet Coordinator and Fleet Technician for Veo, and as a Color Commentator/Radio Host for WCKA Radio. In 2020, they became a Property Project Manager for Maverick Properties, LLC, and a Contributor for TomahawkTake.com and Fantasy Six Pack. In 2021, they joined Rome Wrestling Entertainment as a Social Media Manager/Content Creator/On Screen Talent, and in 2022 they began working as an Inside Sales Representative for EnviroSpark Energy Solutions, and as a Broadcaster for Weis Radio.

Trent Dickeson received their Bachelor's degree in Business Administration and Management, General from Jacksonville State University between 2013-2017. Following this, they attended the University of Florida and obtained their Master's degree in Sports Management in 2019.