He went on to play college football at the University of Richmond and was signed by the New York Giants as an undrafted free agent in 2014.

Wynn attended Louisa County High School in Mineral, VA where he graduated in 2009.

Wynn came back the next two years starting nearly every game in 2011 and leading the team again with 4 sacks and 7 tackles for a loss, and starting every game in 2012 leading the team with 4.5 sacks and 8 tackles for a loss.

In 2013, Wynn became a third-team All-CAA selection after he started 10 games and recorded a career-high 11 tackles against North Carolina State University.

[3] Set to be a restricted free agent, Wynn signed his contract tender on April 18, 2017, to remain with the Giants.