"Last Dollar (Fly Away)" is a song written by Big Kenny, one half of the duo Big & Rich, and performed by American country music artist Tim McGraw. It was released in January 2007 as the first single from his album Let It Go. "Last Dollar (Fly Away)" reached Number One on the Billboard Hot Country Songs charts, becoming McGraw's first Number One country hit since "Back When" in late 2004. Big Kenny later recorded the song for his 2010 album, Big Kenny's Love Everybody Traveling Musical Medicine Show Mix Tape, Vol. 1.

William Kenneth Alphin, otherwise known as Big Kenny, one-half of country rock duo Big & Rich, wrote "Last Dollar" after a disastrous night of gambling in Las Vegas on New Year's Eve in 2002.

He and his manager were in the city as part of the Alabama farewell tour. Alphin had $200 to his name and $140,000 in credit card debt, and in hopes of increasing his cash on hand, he went to the blackjack tables. At one point, he had won nearly $1,000, but instead of stopping, he continued to play. Eventually, he lost all but $21. He gave the dealer a $20 tip, leaving Alphin with literally his last dollar. "That night as I looked down at the sole breaking off of my shoe it hit me like a ton of bricks," Alphin said. "But with that realization came the freedom of knowing that I also had nothing to lose."

From that point, Alphin's career took off, both as a songwriter and as part of the duo Big & Rich. Several years after the incident, he played some of his songs for McGraw. "I'll never forget the day I played him the song," Alphin said. "We were at Blackbird Studio and Tim was making a new album. As we sat together in my truck, I played him a couple of the songs that I was recording. The second song I played was "Last Dollar." He looked over at me and said, "Are you gonna let me record that?"

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