6. He was searching for a new career when he landed a contract with Broken Bow Records.

Jason Aldean wasn't just ready to throw in the towel, he'd already thrown it in. After multiple record deals that fell apart, Aldean and his wife and decided to move back to Georgia. In fact, he'd already begun applying for jobs. Then, a record executive caught his attention, and within a few weeks he had a deal with a fledgling label called Broken Bow Records. Craig Morgan and Joe Diffie became his label mates, but none proved to be as successful as the 'Hicktown' singer. The entire landscape of country music would look different had Aldean caught a cold or found some reason to cancel a showcase at the Wildhorse Saloon, that the invited record executives didn't even bother showing up for.