Dwain Messer was raised in Olive Hill, Kentucky. He attended Morehead State University, and later became a Geography and Arts & Humanities teacher for West Carter High School in Olive Hill, spending his spare time writing songs and playing with his band. Back in 2000 he said that he spent his summer breaks in Nashville knocking on as many doors as possible, handing out demo tapes. His dedication finally paid off, and in 2003 he released his first album. Messer also embarked on a US club tour in support of his album in 2003.
Since then he's opened for several big country music stars such as Kenny Chesney, Lee Ann Womack, Clay Walker, Bryan White, and more. Music journalist Robert K. Oermann has dubbed Dwain as, "The past, present, and future of country music." Dwain was one of only eight contestants in America chosen for The Family Channel's Wild Wild West and Atlantic Records search for new talent.
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