3. Shawn Michaels

I don’t even know where to begin with this one. Shawn Michaels and Undertaker gave us two classic matches at Wrestlemania, with Undertaker winning them both. Imagine for a second, if Undertaker had actually lost to Michaels in the second outing. Michaels putting his career on the line, in exchange for The Undertaker doing the same. Michaels and Taker could’ve still put on another classic outing, only this time Michaels actually being able to seal the deal and put The Undertaker down for the count. Michaels would’ve still retired afterwards, claiming he’d done literally EVERYTHING there is to do within WWE.