Wynn was raised in the small town of Ellenwood, Georgia, where music was a central part of his life. After graduating high school, Wynn started on the path to musical success. His talent playing bluegrass landed him gigs from Austin to Ft. Lauderdale; during this time he was perfecting his style as a country artist and songwriter. Two of his #1 songs "Have You Forgotten" in 2003 and “Waitin’ on a Woman” in 2008 were nominated for SONG OF THE YEAR by the CMA. His most recent #1, “I'm a Little More Country” (Easton Corbin) was nominated by the ACM for SONG OF THE YEAR. Wynn’s songs have been cut by artists, Easton Corbin, Garth Brooks, Lee Ann Womack, Brad Paisley, Darryl Worley, Kellie Pickler, Montgomery Gentry and many more.