Dean Dillon was born on March 26, 1955, in Lake City, TN, and learned to play guitar at a young age. At 15, he appeared in a local Knoxville variety show as a songwriter and performer; by the end of high school, Dillon had his mind set on Nashville.
Almost as soon as he arrived in Music City, Dillon was on his way. He met songwriter Frank Dycus, who introduced him to idol and honky tonk legend Merle Haggard. He also worked with ex-Porter Wagoner fiddler Mac McGahey's combo at the Opryland theme park. In 1976, he landed the role of Hank Williams in the Country Music Show at Opryland.