Celebrity: Justin Timberlake
Second job: All-around mogul
The deets: At this point, it's hard to envision an enterprise this former Mouseketeer couldn't excel at. While successfully branching from music to acting with Emmy-nominated turns in Saturday Night Live's digital videos and Oscar buzz for his role in "The Social Network," Timberlake has had equal success as an entrepreneur. In 2005, he and a childhood friend founded the William Rast fashion brand, a salute to "American denim heritage and biker culture," with retail income later estimated by Forbes at $50 million per year. He's also launched, or put his name behind, a brand of tequila, a golf course, a New York City barbecue restaurant and a record label, before earlier this year taking on what might prove to be his greatest challenge yet: trying to bring cool back to MySpace, purchased in June by a group of investors, including Timberlake, for a paltry $35 million.