#2. The Undertaker - WWE's Phenom and the late retirement
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The Undertaker faced Roman Reigns at WWE WrestleMania 33. When it was bumped up to the main event and had WWE Hall of Famer Jim Ross return to do commentary, the writing on the wall seemed clear. There was no other reason to put The Undertaker in the main event if it wasn't his intended retirement.
And it's safe to say, the match didn't play out as anyone would have hoped - from The Undertaker to WWE themselves. However, it was clear that it was time for The Undertaker to call it quits and WWE felt that he should do his duty and put over the golden boy of the company - Roman Reigns.
It was a disaster of a match and The Undertaker looked like a shadow of his former self. While it was his originally intended retirement, he would come back a year later for a squash match against John Cena at WrestleMania 34.
In the mini-documentary series The Last Ride, the longest-tenured WWE legend admitted that he shouldn't have been in the ring at WrestleMania 33, even saying that he felt bad for Roman Reigns.
His last match was the epic cinematic bout - the 'Boneyard' match at WrestleMania 36 - which main evented night one. It was the most highly-acclaimed match of the entire two-day PPV and after that, The Undertaker ended The Last Ride documentary by proclaiming that he has no desire to get back in the ring anymore. With a great match to seemingly end his career, we can't blame him for wanting to end his WWE career on a high.
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