#1 The Undertaker

In all honesty, this retirement should have officially happened after the match against Roman Reigns at WrestleMania 33, but WWE ruined all that by bringing him back several more times. Of course The WWE Universe didn't mind that, especially since seeing The Phenom in person is an amazing experience, but one has to wonder how much time the man has left.
Beyond that, his matches are getting slower and slower, the risks he is able to take during the match are becoming non existent and the nostalgia WWE can milk from it is becoming less and less by the day. With that being said and Undertaker suffering from a plethora of injuries throughout his career, why not finally call it quits?
Breaking Vince Russo and Jim Cornette update HERE.
Of course this doesn't mean that Undertaker has to retire on the first day of the new year, especially since there are rumors of a marquee WrestleMania 35 match being planned for him, but he needs to step away for good after that. At least that way, WWE doesn't tarnish the legacy of Undertaker by repeatedly bringing him out way past his prime
One wrong move ended Big E's career - Watch Here!