10 Wrestlers Who HATED Losing

5. The Undertaker

Triple H Stephanie
WWE.com

Very sensibly protected in the first chapters of his legendary career - otherwise, that career would not have become legendary - 'Taker remained a firm upper midcard/main event presence throughout the Attitude Era. The American Badass/Big Evil/etc. chapter, beloved by many, wasn't effective. With the rule-proving exception of Jeff Hardy, nobody really benefitted from working with him.

Fully Loaded 2000 was an intriguing, excellent concept pay-per-view. Offering fresh and exciting feature matches that doubled as main event proving grounds, the idea was to get Kurt Angle, Chris Jericho and Chris Benoit over in defeat. Really, it was the perfect B show. It didn't alter the short-term picture, nor prolong long-term plans for the sake of 60 dollars. The show thrilled with a new purpose, the irony of which elevated it: the three losses represented a win-win scenario. The Undertaker almost ruined it, the tobacco-spitting, overweight dork.

"Booger Red".

F*ck off man.

That's harsh, 'Taker was an actual Phenom at the zenith of the Streak etc. etc., but Christ alive did he really not need to lift Angle's shoulder off the mat before the referee struck the three. Nor did he need to annihilate Diamond Dallas Page quite so effectively two years later. Yes, he was worse in the Invasion. It was as if the old siege mentality bled into his work, and 'Taker still thought the war was going on.

You already won, dummy!

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Michael Sidgwick is an editor, writer and podcaster for WhatCulture Wrestling. With over seven years of experience in wrestling analysis, Michael was published in the influential institution that was Power Slam magazine, and specialises in providing insights into All Elite Wrestling - so much so that he wrote a book about the subject. You can order Becoming All Elite: The Rise Of AEW on Amazon. Possessing a deep knowledge also of WWE, WCW, ECW and New Japan Pro Wrestling, Michael’s work has been publicly praised by former AEW World Champions Kenny Omega and MJF, and current Undisputed WWE Champion Cody Rhodes. When he isn’t putting your finger on why things are the way they are in the endlessly fascinating world of professional wrestling, Michael wraps his own around a hand grinder to explore the world of specialty coffee. Follow Michael on X (formerly known as Twitter) @MSidgwick for more!