As a child, DiLeo enjoyed shooting the basketball from long range, but his parents encouraged him to develop his complete game. DiLeo attended Iowa City West High School.[1] He helped the team win three state championships and became a starter as a junior, averaging 12.5 points per game. As a senior, DiLeo averaged 15.3 points and 4.5 rebounds per game while shooting 44.5 percent from 3-point range, helping the team to a 25–1 record and a third-place finish at the Class 4A state tournament. DiLeo was named 2015 Iowa City Press-Citizen boys' basketball player of the year.[2] He also played on the tennis team and won three state titles and a doubles state title. After graduating from high school, DiLeo played a postgraduate year at New Hampton School in New Hampshire.[3]
College career
DiLeo played college basketball at Central Michigan. He averaged 8.5 points and 5.0 rebounds per game as a freshman.[4] In his third career start as a sophomore, a 103–68 win over Eureka College, DiLeo scored 28 points.[3] As a sophomore, DiLeo averaged 12.4 points and 6.6 rebounds per game, leading the conference in three-pointers with 96.[5] DiLeo posted 24 points and 10 rebounds in a win against Western Michigan. He averaged 12.1 points and 4.9 rebounds per game as a junior, helping the Chippewas to a 23–12 record.[6] As a senior, he averaged 14.5 points and 5.1 rebounds per game, shooting 40% from three-point range.[7] DiLeo was named an All-MAC honorable mention and was selected to the All-District 14 Second Team by the National Association of Basketball Coaches. He set the MAC record with 337 career 3-pointers and finished seventh in Central Michigan history in rebounds (733) and eighth in career points (1,604).[8]
Professional career
On June 29, 2020, DiLeo signed with UCAM Murcia of the Spanish Liga ACB.[7] In 19 games, DiLeo averaged 8.1 points, shooting with 37% from the 3-point line, 54.5% from the field and 90% from the free throw line, playing around 18 minutes per contest. In January 2021, he suffered an injury on his right hand that prematurely ended his season.
On July 13, 2021, DiLeo signed with PAOK Thessaloniki of the Greek Basket League.[9] In 24 league games, he averaged 9.5 points (shooting with 39% from the 3-point line) and 3.9 rebounds, playing around 21 minutes per contest.