After taking on Billboard charts and the big and small screens, Usher decided that it was time for a new challenge. Up next: the Great White Way. Beginning in August 2006, Usher starred as Billy Flynn in Broadway's "Chicago." "You know, when you're on tour with a concert, you kind of call the shots yourself. You can show up late sometimes and you can kind of do your own thing up," he told the L.A. Times. "Now, with this, that's not the case. In some ways, I don't know exactly what to expect. But I'm here for all of it, that's the challenge. If you don't challenge yourself, no one will."