As a freshman, Cleveland recorded a 98-yard receiving touchdown against LSU in a 16–10 victory that clinched the SEC East for the Gators.[3][4] In the 2016 season, he finished with 14 receptions for 298 receiving yards and two receiving touchdowns.[5] Early in the 2017 season, Cleveland had a huge play in a key Southeastern Conferencematchup between the Florida Gators and the Tennessee Volunteers. During the game, Florida quarterback Feleipe Franks completed a 63-yard Hail Mary touchdown pass to Cleveland to earn a victory at the end of the game as the time expired.[6][7] After the game, Cleveland was named the SEC Player of the Week.[8] In the 2017 season, he finished with 22 receptions for 410 receiving yards and two receiving touchdowns.[9] In the 2018 season, he finished with 18 receptions for 212 receiving yards and three receiving touchdowns.[10] In the 2019 season, he finished with 25 receptions for 351 receiving yards and one receiving touchdown.[11]
On August 31, 2021, Cleveland was waived by the Broncos and re-signed to the practice squad the next day.[15][16] He was promoted to the active roster on October 20, 2021.[17] He was waived on December 4 and re-signed to the practice squad.[18] He was promoted to the active roster on January 7, 2022.[19]
Cleveland made the Broncos final roster in 2022. He played in six games before being waived on November 15, 2022, and re-signed to the practice squad.[20]
Philadelphia Eagles
On January 17, 2023, the Philadelphia Eagles signed Cleveland to their practice squad.[21] On February 15, Cleveland signed a reserve/future contract with the Eagles.[22] He was waived on August 19.[23]
Indianapolis Colts
On October 17, 2023, Cleveland was signed to the Indianapolis Colts practice squad.[24] On January 8, 2024, he signed a reserve/future contract with the Colts.[25] He was released on August 25.[26]