Max Biaggi is the Italian version of Randy Mamola; always a bridesmaid but never a bride. A phenom in the 250cc class with four world titles and the 250cc class leader with 33 pole positions, Biaggi never cracked the MotoGP/500cc title nut. His 23 premier-class pole positions are enough to rank him 9th on this list. To his credit, Biaggi was able to snag two World Superbike titles following his GP career.