Jimmy Wayne took a job as a corrections officer at the Gaston, North Carolina Corrections Facility after getting his high school diploma. He spent time in a juvenile detention facility as a teenager and watched relatives go to prison, so he says he figured it'd be something he was qualified to do.

Wayne studied law during his time working as a prison guard, which is when he began taking music more seriously. His education, while not formal or traditional, certainly turned him into a well-rounded singer-songwriter with a range of experiences to draw from. These days, he dedicates himself to helping kids, especially homeless teenagers, across America.