He was also a member of the Cleveland Browns, New York Jets, San Diego Chargers, New Orleans Saints, Jacksonville Jaguars, Ottawa Redblacks, and BC Lions.

His kick return and all-purpose yardage totals were Indiana true freshman records.

He was named Big Ten Freshman of the Week after returning the opening kickoff for a 99-yard touchdown against Illinois.

Prior to his senior season, Wynn was elected one of the team captains (alongside Tevin Coleman, Collin Rahrig, and Bobby Richardson).

Wynn capped off his college career with another win over Purdue in the Old Oaken Bucket Game.

Wynn was not selected during the 2015 NFL draft, but shortly after the close of the seventh round, it was announced that he had signed as a free agent with the Atlanta Falcons.

[6] In his second preseason game with the Browns, Wynn caught a 21-yard touchdown pass from Johnny Manziel.

[10] On December 2, 2015, the San Diego Chargers signed Wynn to their practice squad, replacing wide receiver Donte Foster.

[18] On April 12, 2022, Wynn signed with the Ottawa Redblacks of the Canadian Football League (CFL).