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Roger O'Brien has extensive work experience in various roles. From 2010 onwards, they worked as an Administrator at Ponce De Salon, where they oversaw daily operations, managed customer and personnel relations. Prior to that, they worked as a Soccer Referee and Soccer Coach at One on One Soccer Training since 1977, where they focused on personal training, player development, and preparing lesson plans. In 2015, they joined 10596 Salon & Boutique as an Administrator, responsible for overseeing daily operations and managing customer and personnel relations.

Roger O'Brien attended the University of Central Florida from 1977 to 1984, where they earned a Bachelor of Science in Engineering and Electronics Technology with a focus on Electrical and Electronics Engineering. In 2015, they obtained annual certifications from USSF, NISOA, FHSAA, and NSCAA.