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Jessi Cybulski has a diverse work experience in the fields of event management, art coordination, and exhibition planning. Jessi has worked as a Show Director at Questex and a Show Manager at Informa Markets. Jessi also has experience as an Operations Manager at Informa and New Hope Network, where they handled exhibitions and conferences. Jessi has worked as an Events & Marketing Project Manager at SteelHouse and as a Property & Events Operations Manager at The Reef LA. Additionally, Jessi has worked as an Art Department Coordinator at CBS Corporation, specifically for the TV show CSI: Crime Scene Investigation. Jessi has also worked as a Fine Arts Painter and provided event production management as a freelancer.

Jessi Cybulski graduated from Western Michigan University in 2003, where they obtained a Bachelor of Arts degree with a focus on Film and Psychology. In 2019, they received certification in Exhibition Management (CEM) from the International Association of Exhibitions and Events (IAEE).