10 Best Stories Of First Time Wrestlers Met Vince McMahon

Mega money offers, "disgusting" haircuts, villainous ballerina gimmicks, and awkward silences.

Vince McMahon Daniel Bryan
WWE.com

Love him or hate him, there's no disputing Vince McMahon's spot as the most powerful and influential person in modern-day professional wrestling history.

Since taking over the now-WWE from his father back in 1982, McMahon, by hook or by crook, took the regional promotion and spun it into an international powerhouse that helped make Vince a billionaire. To get to that point, VKM had to be extremely cutthroat, particularly when it came to literally driving his competition out of business as he cherry picked their top stars.

With that success only further backing up McMahon's iron will and cocksure arrogance, that's made the fella quite the imposing proposition for many a wrestler. Over the decades, we've all heard those stories of talent walking on eggshells, scared to dare let out a sneeze when around this hair-triggered maniac - especially when first getting to know Vince and his ways.

Those early meetings with Vinny Mac have been known to go spectacularly bad, although that's not to say every first impression made on McMahon has been a bad one.

When looking at wrestlers first time finding themselves in front of the WWE Chairman, there are so many great stories to be heard - and here are ten of the best of 'em!

10. Kurt Angle Turned Down A $5 Million Deal

Vince McMahon Daniel Bryan
WWE.com

It's not everyday that a first meeting with somebody sees them immediately offer you $5 million, but that was indeed the case when Kurt Angle first met Vince McMahon.

Taking place in 1996, fresh off Angle winning gold at the Olympics that summer, McMahon was so keen to bring the Pittsburgh native into the fold that he put a ten-year, $500,000 per year deal on the table.

Kurt has recently discussed this whole situation on The Kurt Angle Show Podcast, explaining how he walked away from that meeting extremely interested in joining the then-World Wrestling Federation.

That wouldn't come to pass, though, for Angle would actually turn down this mammoth offer - with his agent and advisors chastising him for even considering taking up the offer to enter this "fake" profession, while Kurt himself wanted a deal that meant he could never, ever lose a match.

Two years later, with that $5 million offer long since rescinded, Angle would sign with McMahon's company on a five-year deal worth 'just' $50,000 per year. Instantly sent to train under Dory Funk Jr. at the Funkin' Dojo, the Wrestling Machine would make his televised WWE debut 18 months later at the 1999 Survivor Series.

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Once described as the Swiss Army Knife of WhatCulture, Andrew can usually be found writing, editing, or presenting on a wide range of topics. As a lifelong wrestling fan, horror obsessive, and comic book nerd, he's been covering those topics professionally as far back as 2010. In addition to his current WhatCulture role of Senior Content Producer, Andrew previously spent nearly a decade as Online Editor and Lead Writer for the world's longest-running genre publication, Starburst Magazine, and his work has also been featured on BBC, TechRadar, Tom's Guide, WhatToWatch, Sportkskeeda, and various other outlets, in addition to being a Rotten Tomatoes-approved film critic. Between his main day job, his role as the lead panel host of Wales Comic Con, and his gig as a pre-match host for Wrexham AFC games, Andrew has also carried out a hugely varied amount of interviews, from the likes of Robert Englund, Kane Hodder, Adrienne Barbeau, Rob Zombie, Katharine Isabelle, Leigh Whannell, Bruce Campbell, and Tony Todd, to Kevin Smith, Ron Perlman, Elijah Wood, Giancarlo Esposito, Simon Pegg, Charlie Cox, the Russo Brothers, and Brian Blessed, to Kevin Conroy, Paul Dini, Tara Strong, Will Friedle, Burt Ward, Andrea Romano, Frank Miller, and Rob Liefeld, to Bret Hart, Sting, Mick Foley, Ricky Starks, Jamie Hayer, Britt Baker, Eric Bischoff, and William Regal, to Mickey Thomas, Joey Jones, Phil Parkinson, Brian Flynn, Denis Smith, Gary Bennett, Karl Connolly, and Bryan Robson - and that's just the tip of an ever-expanding iceberg. Where his beloved Wrexham AFC is concerned, Andrew is co-host of the Fearless in Devotion podcast, which won the Club Podcast of the Year gong at the 2024 FSA Awards.