#2 Shawn Michaels
Back in 2005, Shawn Michales and Hulk Hogan were the household names when it came to pro-wrestling. While Hogan was just inducted into the WWE Hall of Fame, HBK was slowly becoming the top face once again.
The two were scheduled to face-off in two matches that year – one at SummerSlam and the other later on. The plan for them was to win a match each so that there would be a 'decider' later on in their careers.
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The match at SummerSlam was set to be a face vs face battle, but Hogan insisted that HBK turned heel for the match to work. While Michaels did an impressive job as a heel, he was scheduled to lose the match at SummerSlam and then get his 'revenge' later.
However, when SummerSlam was close, Hogan revealed that he could do just one match and not two as planned. Moreover, he insisted that he won the match at SummerSlam leaving Michaels hanging as someone who turned heel, just for one match that he was going to lose!