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Taylor Dickson has a diverse work experience in the field of live events, starting with their current role as a Director of Live Events at Barstool Sports. Before this, they held positions at the National Basketball Association (NBA) including Associate Manager of International Events, Coordinator of Events, and Production Assistant. They also gained experience as a Production Trainee at the NBA. Prior to their time at the NBA, Taylor worked as an intern at Monmouth University and WWOR/My9TV.

Taylor Dickson completed a Bachelor of Arts degree in Communication Radio/TV from Monmouth University, where they studied from 2009 to 2013.