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Gil Charleston has held various roles in the entertainment and hospitality industries. From 2021 to present, they have been the Lead Stylist for Stantt. From 2018 to 2021, they were the Front Office Manager/Events Manager for Staybridge Suites Times Square. From 2016 to 2018, they were the Assistant Guest Services Manager for Distrikt Hotel - New York City. From 2011 to 2016, they were an Actor/Writer/Producer for One Brain Productions, where they helped create dynamic stories and assisted in casting to bring these stories to life. Additionally, from 2011 to present, they have been a Performer for The Gallery Players. Lastly, from 2002 to 2011, they were the Artistic Director for Reflections Theatre Company, where they set the season of productions, scouted performers, hired production crew, scouted locations and aided with fundraising and promotional work.

Gil Charleston attended the American Musical and Dramatic Academy from 1997 to 1999, studying Theater.