#1 The Curtain Call
The Curtain Call is one of the most infamous incidents in pro wrestling history. The incident took place at a house show in MSG in 1996 right before Kevin Nash and Scott Hall left WWE for WCW.
Triple H and Shawn Michaels broke kayfabe and entered the ring to embrace the departing Hall and Nash. The pair had been feuding as per the storyline and hence it came as a rude shock to fans and management alike.
It wasn’t just Vince McMahon who was livid after the incident but also a number of people in WWE management who felt offended and disrespected. Bruce Prichard described the feeling backstage:
"It was simply a feeling of what they did being disrespectful to Vince [McMahon], being disrespectful to the memory of Vince's dad doing it in the Garden, our home. It was something that hadn't been done before and something everybody was upset about, not just me, not just Cornette, but Vince McMahon, pretty much every one of the boys who wasn't involved in the Curtain Call."
Triple H was the one who took the brunt of Vince’s anger afterward. He was booked to lose more often than not, including his loss to Ultimate Warrior at WrestleMania 12 where HHH was defeated in under 2 minutes.