19. CM Punk - 185 Matches
As one of the finest in-ring workers of this century, WWE made the most of having CM Punk on the Raw roster. He entered an impressive 185 matches, which is even more spectacular when you consider he was on ECW and Smackdown for periods. He also missed some time due to injures, but for the most part was just working hurt. Particularly in the last year he had with WWE, he was wrestling on Raw when banged up. Out of those 185 matches, he had one very special Raw match. It was against John Cena in February 2013, with some of the finest action ever seen on Monday nights. It could well be considered the best Raw match ever. That's quite the legacy for Punk to leave behind.