What's so badass about a frumpy-looking four-eyed pitcher with an average (at best) fastball? Exactly that. In an era when everybody from chicks to the commissioner were digging the long ball (until they didn't), Maddux won 355 games with precision control and a set of cojones as big as beach balls. While baseball's hitters were putting up cartoon numbers after injecting themselves in the ass with steroids, Maddux was getting those same hitters out taking nothing stronger than lemonade. And the guy one game behind him on the all-time wins list? Some dude named Clemens.
8. Greg Maddux