Josh used to be a clean-cut guy. Now, his girlfriend, Heidi, says he looks like a caveman. "Once I left the military, I started growing my hair and quit shaving," he says.
No longer in the service, this 38-year-old has created his own daily uniform—a white T-shirt, jeans and work boots. "Josh dresses like the Fonz," Heidi says.
His mission, should he choose to accept it, is a makeover from Tim. "I dare you the make me look better than I do right now," Josh says.