Age: 58
Title: Chairman and Chief Executive Officer, Hendrick Motorsports
Pro: More wins than any other NASCAR owner since 1972. His current stable is stacked: it includes last year's NEXTEL Cup winner, Jimmie Johnson, this year's points leader, Jeff Gordon, and the sport's most popular driver, Dale Earnhardt Jr, whom Hendrick just signed to a five-year deal.
Con: His team is now being called "The Yankees of NASCAR." Can "evil empire" be far behind?