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Miles Wiley is currently a caddie at Chevy Chase Club, a position held since March 2022. Simultaneously, Miles has been serving as a referee for the U.S. Soccer Federation since December 2016. In June 2021, Miles worked as a SAM Soccer Camp Counselor at the Maryland SoccerPlex. Academically, Miles is pursuing studies at the University of Virginia from 2022 to 2025 and has also attended The London School of Economics and Political Science for a brief period in 2024. Miles completed secondary education at Thomas Sprigg Wootton High School, graduating in 2022.