#6 Should not: Undertaker
With the kind of aura and legacy The Undertaker carries, it is always special when the light goes out, the gong sounds and "The Deadman" emerges. He is perhaps the longest sustaining gimmick that has never been seen as boring. His loss to Roman Reigns at Wrestlemania 33 and the scene that followed, seemingly indicated his retirement from pro-wrestling.
However, recently there were rumours that he is training to get back into wrestling shape. Some outlets have even predicted that he will appear at the 25th anniversary of RAW to set up a match at Wrestlemania 34. Although his presence is guaranteed to sell tickets and is definitely good for business, another match would definitely hurt the man and his legacy. Undertaker, no offence to the man's ability, should have retired when Brock Lesnar ended the streak at Wrestlemania XXX.
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However, he continued to perform and had subpar matches with Bray Wyatt and Roman Reigns. Although his program with Brock Lesnar was great, it did lead to him resorting to heelish tactics that hurt his character. Considering his health and his ability to take more bumps, it would clearly be a mistake to have him get into the ring and give another lacklustre performance.