He played college football for the Florida Gators, and was a member of their 2006 National Championship team.
[2] As a senior in 2001, he was regarded as one of the nation's elite high school backs, with 2,283 yards on 246 carries with thirty touchdowns.
[3] He was the Gators' starting running back in their 41–14 victory over the Ohio State Buckeyes in the 2007 BCS National Championship Game.
On October 29, 2007 against the Denver Broncos on Monday Night Football, Wynn injured his shoulder on his first rushing play of the game.
He remained there until October 11, when he was signed to the active roster after running back Kregg Lumpkin was placed on injured reserve.
He was promoted to the active roster a few weeks later after Frank Gore was placed on Injured Reserve with a broken hip.