#2 Hogan vs. Yokozuna – WrestleMania IX
This ‘match’ lasted all of 21 seconds, but it had such a negative impact that it still bears mentioning. After Yokozuna beat Bret Hart for the WWE Championship, Hogan came out and somehow obtained the right to challenge Yokozuna for his newly-won title. Nonsense and shenanigans then occurred, Hogan hit his leg drop and won the WWE Championship just like that, because, Hogan.
While some might dismiss as more of an angle, it had serious implications. Hogan was allegedly meant to drop the title to Bret sometime in the future but said title match never happened.
For the more critical fans, this decision tarnished their view of Hogan because he was said to have politicked his way into this segment, proving that having backstage clout was more important than what you could do in the ring.
Ultimately, this will go down in history as one of the worst matches in WrestleMania history and one of the worst creative decisions of Vince McMahon’s life.