He played college football for the Southwest Texas State Bobcats and was selected by the Cleveland Browns in the sixth round of the 2000 NFL draft.
Wynn also played for the Amsterdam Admirals, Minnesota Vikings, BC Lions, Winnipeg Blue Bombers and Toronto Argonauts.
In these two years, Wynn piled up 3,497 yards passing, good for sixth on Southwest Texas State's record books.
In the Vikings’ next-to-last regular-season game against the Green Bay Packers on December 30, 2001, Wynn threw the only touchdown pass of his NFL career, a 47-yard strike to tight end Byron Chamberlain.
After failing to move beyond third string with the Vikings, Wynn made his way north to Canada to play for the BC Lions, completing 67 of 99 passes for 894 yards, 6 touchdowns, and one interception.