1990
Winner – Hulk Hogan
Who should have won – The Ultimate Warrior
Reason – Yet again, if the WWE knew they were putting The Warrior over at WrestleMania VI, then it would have made all the sense in the world to have him win this by last eliminating Hogan to win the match. Again, they did this in the middle of the match, instead having Hogan get Warrior eliminated before going on to eventually win.
No world champion should ever compete in the Royal Rumble, let alone win it. This did nothing for anyone and would have been the perfect stepping stone on The Ultimate Warriors path. Speaking of perfect, Mr. Perfect Curt Henning would have also made sense in this spot, as he was already touting a perfect record and this win would have launched him into the stratosphere. But alas, Hogan had to Hogan.