Cupp attended high school at Brock. Coming out of high school, Cupp was rated as a five star recruit where he held offers from schools such as Alabama, Florida, Georgia, LSU, Notre Dame, Ole Miss, Texas and Texas A&M.[2] Ultimately, Cupp decided to commit to play college football for the Texas A&M Aggies.[3][4]
College career
Texas A&M
During Cupp's first two seasons in 2019 and 2020, he did not appear in any games after suffering season ending injuries.[5][6] In the 2021 season, Cupp made his collegiate debut appearing in ten games with one start, however he would not record a catch in the season.[7] After the conclusion of the 2021 season, Cupp decided to enter his name into the NCAA transfer portal.[8][9]
Texas Tech
Cupp decided to transfer to play for the Texas Tech Red Raiders.[10][11] In Cupp's two seasons at Texas Tech in 2022 and 2023 he played in 24 games, totaling 23 receptions for 246 yards and four touchdowns. After the conclusion of the 2023 season, Cupp decided to declare for the 2024 NFL draft.[12][13]