Ranking Every Incarnation Of The Mr McMahon Character From Worst To Best

1. The Boss

Vince McMahon William Regal Kiss My Ass
WWE.com

Planting the seeds of his disdain for Stone Cold Steve Austin, McMahon emphatically delivered an 'Oh Hell No' into Kevin Kelly's microphone when the intrepid interviewer asked the gaffer point blank if he wanted 'The Rattlesnake' to be WWE Champion after the transcendent WrestleMania 14.

With Austin's unstoppable rise and Mike Tyson's defection to D-Generation-X, McMahon's growing interest in the actual result was fairly low on the agenda, but if it could only bubble under in the build-up, the explosive nature in which it boiled over just 24 hours removed from Austin's ascension set the table for the storyline that would categorically cement the new Champion as the biggest star in wrestling.

Many commentators had oversimplified its success as an anti-establishment worker vs boss conflict, but the scripting always ran deeper. Vince wasn't just an oppressive malevolent boss, he was also a visible and feared manipulator. Austin had regularly to rely on his physical weapons, but it was in occasionally outwitting or outsmarting the Chairman that made him such a credible rival.

Leaping over the various hurdles and bear-traps McMahon lay in front of him, the 'Toughest S.O.B's mental dexterity fleshed out the character, and that character's natural chemistry with the exceptional Mr McMahon persona afforded both men the opportunity to drive the company forward as the Vince/Hulk Hogan pairing had just over a decade earlier.

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