Born in 1966 in Anchorage, Schilling is one of just 8 Alaskans to make it to the major leagues. He was just 19 when the Boston Red Sox noticed his pitching skills and drafted him in 1986 for $20,000. Since then, he has played for the Baltimore Orioles, the Houston Astros, the Philadelphia Phillies and the Arizona Diamondbacks. In 2004, he helped the Red Sox clinch their first World Championship win in 86 years. Off the field, though, Schilling hasn't been so successful. Last year, GQ ranked him 4th in its "Ten Most Hated Athletes" list — mostly for his in-your-face patriotism (he stumped for George W. Bush in 2004) and his very public conflicts with former managers, sports columnists and even his fellow teammates, one of whom accused him of using red paint to make it appear as though his injured ankle was bleeding during game six of the 2004 ALCS.