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Colleen Trentham has a diverse work experience spanning different roles and industries. Colleen started their career as a House Manager at the Heritage Theatre Festival at the University of Virginia in 2009. In 2010, they interned at MTV Networks. Colleen then worked as a Photo Editor at On Board Experiential Marketing during the Nike Women's Marathon event in 2013. From 2011 to 2013, Colleen worked at the University of Virginia as a Development Coordinator and later as a Development Assistant and Event/Guest Coordinator. In 2013, they joined Main Street Hub as a Client Success Manager. Colleen returned to On Board Experiential in 2014 and held various positions such as Marketing Associate, Creative Strategist, Senior Creative Strategist, and Associate Creative Director. Currently, they serve as the Creative Director at On Board Experiential, a position they have held since April 2021.

Colleen Trentham earned their Bachelor of Science (B.S.) degree in Commerce, with a focus on Marketing and Management, as well as Media Studies, from the University of Virginia, which they attended from 2007 to 2011. In 2010, they also had a brief stint at the University of Bath, where they studied Business, with a specific interest in International Marketing.