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James Gillespie played football at Widener University from 2016-2021 where he was an All-American,  and basketball in 2019-2020. He talks about growing up in Huntingdon Valley, Pennsylvania, coming from an athletic family (his older sister Victoria was a swimmer at the University of Delaware and his younger brother Collin is currently on the Villanova University Basketball Team), how he got into football and basketball, and thinking he would focus on basketball at the start of his high school career. He details his career at Archbishop Wood High School where he was a great Wide Receiver, his father being on the coaching staff, and winning back-to-back state titles . He also talks about his basketball career and playing with his brother, Collin. James discusses his recruiting process, why he chose Widener, the transition to college football, playing in the Middle Atlantic Conference, and the competition in DIII College Football. He then talks about his standout career, breaking his collarbone Junior year when he was playing great football, and coming back the next season to win the the MAC's Offensive Player of the Year and become an All-American.  James explains why he chose to join the basketball team after his Senior season, transitioning from football to basketball, and being the hustle player every team needs. He then discusses his decision to come back for a 5th year in 2021 but having to wait a year since the NCAA cancelled the 2020 season, his 2021 season, and how he is currently training for the NFL draft.