21. Lance Armstrong
Bonafides From 2002-2012: 4x Tour de France Winner, 4x AP Sportsman of the Year
Before Lance Armstrong, cyclists didn't date rock stars or hang out with movie stars, and chances are, they won't again. Of course Armstrong was probably an exceptional case; surviving nut cancer and going on to win the Tour de France seven times is a little out of the ordinary. He won four of those during the Complex Decade ('02, '03, '04, '05), but it was also during our era that he became a cultural icon. Remember those little yellow wristbands that approximately everybody on the face of the planet was wearing from '04-'06? Yeah, that was because of Lance. When you set off a phenomenon in accessories that features men wearing bracelets (and make a ton of money for cancer research as well), it doesn't matter exactly how you won all those *cough* doping *cough* races.