Oladejo was drafted in the second round, 17th overall, by the Ottawa Redblacks in the 2023 CFL draft and signed with the team on May 9, 2023.[2] Following training camp in 2023, he accepted a spot on the team's practice roster to begin the season.[3] He remained on the practice roster for most of the season, but dressed in the final regular season game on October 28, 2023, against the Toronto Argonauts, where he had one reception for 14 yards.[4]
Daniel Oladejo Signing Fan Jersey REDBLACKS
In 2024, Oladejo made the team's opening day active roster as a backup receiver.[5] He played in 14 regular season games, while intermittently being placed on the practice roster in the back half of the season, where he recorded three catches for 24 yards.[4][5] He was placed on the practice roster for the team's East Semi-Final loss to the Argonauts and his contract expired on the day after the team's season ended, on November 3, 2024.[4]
Montreal Alouettes
On November 5, 2024, Oladejo signed a practice roster agreement with the Montreal Alouettes.[4] After his team lost a playoff game to the Argonauts for the second week in row, Oladejo practice roster contract expired and he became a free agent on November 10, 2024.[4] However, he was re-signed by the Alouettes on November 26, 2024.[6]
On May 4, 2026, Oladejo was released by the Alouettes.[7]