#6 CM Punk prepares for his WWE Backstage debut
On November 12, 2019, CM Punk made his return to pro-wrestling, but not as a competitor. It was revealed at the end of a WWE Backstage episode that Punk had joined the show as an analyst and special contributor. This was a big deal as Punk had been away from WWE for the last five years or so.
Soon after, FOX posted a clip showing Punk traveling to the studio for his appearance. In the above picture, Punk can be seen covering his face so as to make sure that no one recognizes him before he appears on the show.
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#5 Stone Cold poses with Mike Tyson after winning the WWE title at WrestleMania 14
At WrestleMania 14, Mike Tyson turned on DX and made the three count that aided Stone Cold in defeating Shawn Michaels to win the WWE title. The Austin Era had begun and Michaels was on his way to take a four-year hiatus.
Minutes after Austin's win, he and Tyson talked with journalists in a post-show press conference, and the duo posed for some pictures as well. Tyson's appearance was instrumental in WWE getting an upper hand in the Monday Night Wars as the boxer still had major mainstream appeal at the time.