Wynn was a 2 time state champion at De La Salle High School (Concord, California), playing with Terron Ward and Austin Hooper.

2015 was spent on and off the practice squad, and the following season saw Wynn placed on injured reserve prior to preseason play, before being released.

After receiving consideration for the CFL's Most Outstanding Rookie Award[5][6] Wynn was named an Eastern All-Star.

[7] He was one of three Argos defensive linemen to be named an Eastern All-Star, alongside Cleyon Laing and Victor Butler.

[14] Wynn was named a top performer for the month of August, and returned to the divisional All-Star list.