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Chesney, ultimately, did not record "Ghosts," although it drew the attention of Sony BMG Nashville executives, who signed Jake to their RCA Nashville label in 2005.

In early 2006, Jake Owen released his debut single, titled "Yee Haw".

This album produced three singles, all of which reached top 20 on the Billboard Hot Country Songs chart: his debut single "Yee Haw," "Startin' with Me," and "Something About a Woman." A second studio album, 2009's Easy Does It, has accounted for three more singles: "Don't Think I Can't Love You," "Eight Second Ride," and "Tell Me." In September 2011, Owen achieved his first number one hit on the country charts with the title track to his third studio album Barefoot Blue Jean Night, as did with "Alone with You," "The One That Got Away," and "Anywhere with You." His fourth studio album, Days of Gold produced two singles with its title track, which broke the top 20 in 2014, and the number one single "Beachin'." Owen has also toured as an opening act for several other country artists, including Kenny Chesney, Brad Paisley, Little Big Town, Sugarland, Keith Urban, and Jason Aldean.

While recovering from his injuries, he borrowed a neighbor's guitar and began to teach himself how to play it.

A music video of their live performance was aired on CMT. The lead-off single to the album, "Don't Think I Can't Love You" became his first top 5 country hit, reaching No. "Eight Second Ride", a song which was originally on Startin' with Me and newly recorded for Easy Does It, was the album's second single; it peaked at No. "Tell Me" was the album's third single, reaching number 35.