#4 Diamond Dallas Page
From winning the World Heavyweight Championship in WCW to stalking a Superstar’s wife in the WWE, it was a quick fall from grace for Diamond Dallas Page. Towards the end of the millennium, DDP found himself main-eventing WCW pay-per-views, and battling for the top title in the promotion.
So when WWE decided to bring DDP to the company after WCW folded, many believed that he would compete for the WWE title.
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However, those sentiments were quickly rebuffed, as DDP was revealed as a stalker, who was stalking then Undertaker’s wife, Sara. While the storyline had the potential to put DDP over as a credible threat, The Undertaker completely destroyed Page, and the former WCW World Heavyweight Champion was even pinned by Sara on WWE TV!
Page left the company in 2002, just a year after signing with the company, and although he did compete in TNA Impact Wrestling for a brief period, it was obvious that his wrestling career had run its course, and he promptly decided to retire from the wrestling business.