Wynn came to love music at a very young age trading his brothers Grand Funk Railroad album for a copy of Jimmy Dean's "Big Bad John" and still has the scars to prove it. Growing up writing and playing honky tonks, he eventually made his 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.