His efforts in the game included five tackles and a pass break-up on a two point conversion attempt that saw the Bombers win their first Grey Cup in 29 years and Wilson's first CFL championship.

[7] Wilson signed a two-year extension with the Blue Bombers in January 2021, keeping him with the team through the next two seasons.

Despite the injuries he was a key part of the team that wen to defend their Grey Cup title in the 2021 CFL Final against the hometown Tiger-Cats in Hamilton.

There, after a tip drill with two Blue Bomber teammates, Wilson caught the pass deflected to him by Winston Rose sealing his and the team's second consecutive title.

"[9] Wilson suffered an Achilles injury early in the 2022 season and was expected to miss a significant amount of time recovering.