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Kenny says he could have never dreamed where his life has taken him. "When I first started this, I was just a kid wanting a song on the radio," he says. "When I was at college at East Tennessee State University playing on a stool like this with a tip jar in front of me, I didn't know I would be doing Oprah on my birthday. Who thinks of that?"

Go backstage with Kenny and find out what's playing on his iPod  Watch

She's country's Cinderella story—Carrie Underwood

Darius Rucker's country debut

The sweet sounds of Sugarland

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