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At the age of nine, Gilman was discovered by Ray Benson of Asleep at the Wheel, who helped him record demos.The album included the title track "One Voice" and the follow-up singles "Oklahoma" and "There's a Hero".

Gilman began singing before he was in school, and gave his first public performance at the age of seven.Starting as a young country artist, he is known for his debut single "One Voice", a top 40 hit on the Billboard Hot 100 and a top 20 hit on the Billboard Hot Country Songs chart in 2000.He has released five albums, including three for Epic Nashville.His final album for Epic was released on April 15, 2003 and was entitled Music Through Heartsongs: Songs Based on the Poems of Mattie J. The emotional introduction piece showed him with his supportive parents clearly introducing him as a child star and the fact that he had come out as gay in 2014.He was shown declaring to The Voice host Carson Daly backstage: "I had to come to grips with being gay...

The single "Oklahoma" was released on October 9, 2000 making it to the Billboard Hot Country Songs top 40 peaking at number 33.