After being lightly recruited after his high school career, DiLeo began his collegiate career as a walk-on at Monmouth University.[2] Following his junior year at Monmouth, DiLeo was named team captain and earned a scholarship heading into his senior year.[3][4]
Professional career
DiLeo began his professional career signing a two-year contract, with German club Oettinger Rockets heading into the 2015–16 season.[5] In June 2017, DiLeo left Rockets, and signed with club RheinStars Köln for the 2017–18 season.[6]
After his lone season with RheinStars Köln, DiLeo signed a two-year contract with SC Rasta Vechta, entering the 2018–19 season.[7]
In July 2020, DiLeo signed with Hamburg, prior to the 2020–21 campaign.[8] For the following season, DiLeo was given a one-year extension by the club.[9]
In June 2022, DiLeo left Hamburg, and signed a two-year contract with Oldenburg through the 2023–24 season.[10]
DiLeo is the son of former NBA coach and executive Tony DiLeo, and former German professional basketball player Anna DiLeo. His older brother T. J. also played basketball professionally.[12]