After many years of playing in honkytonks & bars, Wynn decided to make the move to Nashville. His first radio single was “Fit to Be Tied Down” by Sammy Kershaw. Since then, Wynn has had numerous hits including three number ones… all three were nominated for “Song of the Year” by the CMA and/or ACM.

Wynn’s three number one songs are: “Have You Forgotten” by Darryl Worley, “Waitin’ on A Woman” by Brad Paisley, and “I’m A Little More Country Than That” recorded by Easton Corbin.

In addition to his number ones, Wynn’s had songs recorded by artists such as Garth Brooks, Cody Johnson, Trace Adkins, Willie Nelson, Mark Chesnutt, Kellie Pickler, Lee Ann Womack, and many others.

In 2009, Wynn received the Nashville Songwriters Association’s Songwriter of the Year Award.

He made his Grand Ole Opry debut in 2011. Additionally, Wynn has appeared on several tv shows and was featured weekly on the Joey & Rory Show for several years.