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."