11 Surprising WWE Heel Turns You Never Saw Coming

10. The Undertaker On Jim Ross (2001)

Daniel Bryan
WWE Network

The Undertaker was a detestable d*ckhead for most of his time as 'The American Bad *ss' anyway, but WWE's decision to actually utilise him as one purposefully in late-2001 completely floored the fanbase.

The novelty of BikerTaker had long worn off by late 2001. The original appeal had been undone by a host of woeful matches from a performer who appeared to be coasting into retirement. Raiding your dad's wardrobe for the baggiest double denim, 'The Deadman' carried insecurity as big as the stomach in front of him, taking his internal sadness out on rank-and-file in between undeserved WWE Title programmes.

Kurt Angle took beating after beating even when he got fluke wins, whilst WCW arrivals were obliterated on sight in 2001, presumably as a mark of 'respect' in the company's guarded locker room.

It was that respect he claimed Jim Ross was short of when he slammed his face up against the bare a*se cheek of Vince McMahon in 2001. Post-'Invasion', McMahon had gone completely power mad, and elected to flex this terrifying dominance in excruciatingly literal fashion.

Bruce Prichard later noted how 'Taker had to turn against Jim Ross, and in Oklahoma just to even get booed, and he was probably right. It didn't make the ugly scene any more palatable though.

Contributor
Contributor

Michael is a writer, editor, podcaster and presenter for WhatCulture Wrestling, and has been with the organisation nearly 8 years. He primarily produces written, audio and video content on WWE and AEW, but also provides knowledge and insights on all aspects of the wrestling industry thanks to a passion for it dating back over 35 years. As one third of "The Dadley Boyz" Michael has contributed to the huge rise in popularity of the WhatCulture Wrestling Podcast and its accompanying YouTube channel, earning it top spot in the UK's wrestling podcast charts with well over 62,000,000 total downloads. He has been featured as a wrestling analyst for the Tampa Bay Times, GRAPPL, GCP, Poisonrana and Sports Guys Talking Wrestling, and has covered milestone events in New York, Dallas, Las Vegas, Philadelphia, London and Cardiff. Michael's background in media stretches beyond wrestling coverage, with a degree in Journalism from the University Of Sunderland (2:1) and a series of published articles in sports, music and culture magazines The Crack, A Love Supreme and Pilot. When not offering his voice up for daily wrestling podcasts, he can be found losing it singing far too loud watching his favourite bands play live. Follow him on X/Twitter - @MichaelHamflett