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In late 2007, he signed to RCA Records Nashville as a recording artist, with his debut single "Stealing Cinderella" being released in September of that year.

He then began to hone his songwriting skills, penning more than one hundred songs per year at one point, and one of his songs, "Lead Me On", was recorded by Steve Holy on his 2006 album Brand New Girlfriend.

He debuted the song at his first Grand Ole Opry appearance in August 2007.

Shortly after the song's release, University of Tennessee football coach Phillip Fulmer heard it. "All I Ever Wanted" was released in April 2008 as the album's second single, and peaked at 14 by the end of the year.

Hough joined Brad Paisleys 2008 Tour, along with Jewel and Chuck Wicks.

Hough, Paisley, and Willie Nelson appeared in the video for the Snoop Dogg song My Medicine.

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