The Attitude Era saw some of the most iconic moments in WWE’s history. Celebrities from all walks of life were a regular feature of its programming. The boxing great Mike Tyson also graced the squared circle with his presence in the 90s. And he came up against arguably the Stamford-based promotion’s hottest commodity at that time “Stone Cold” Steve Austin.

It made up for the perfect TV, ‘The Baddest Man On The Planet’ coming against the notorious Texas Rattlesnake. The latter was just fresh from winning the 1998 Royal Rumble match when he went face-to-face with Tyson on the edition of RAW the following night. And apart from their iconic brawl, it was another incident that made Tyson furious.

Why was Mike Tyson furious?


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Former WWE official Bruce Prichard opened on the same in the recent episode of the Something To Wrestle with Bruce Prichard podcast. He delved into the aftermath of the scuffle between the two icons and when he walked into Tyson’s dressing room. Prichard said, That was a scary scene cause Tyson had 10000 dollars in his coat pocket you can go back and watch this. In his breast pocket he had ten grand hundred dollar bills and it all went flying during that melee.”

“So his people they were all scrambling, picking up hundred dollar bills and counting out the money in the dressing room and Mike was a little upset at that point,” added Prichard.

Eagle-eyed fans would have noticed Tyson’s entourage picking up the bills which went flying from his pocket as soon as he laid hands on Austin. Nevertheless, ‘Iron Mike’ coming face-to-face with Austin garnered a lot of attention from all quarters. It even surpassed WWE’s expectations of how good the whole spot was.

Read More: “Nobody Got a Chain on Me”: Mike Tyson Comes Clean on Why He Went Broke

Everyone then was buzzing about what role Tyson would play in the 1998 WrestleMania XIV. They were in for a very big surprise when the marquee event arrived.

Tyson played a major part in the WrestleMania XIV main event

As the winner of the annual Royal Rumble match, Austin headlined ‘The Showcase of Immortals’ against then-WWE champion Shawn Michaels. Tyson was the special guest enforcer for the main event clash.

With his former association with D-Generation X, everyone was expecting the boxer to align himself with Michaels. However, the WWE Hall of Famer shocked everyone when he sided with Austin and made the three count for the monumental win.


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Moreover, a surprised HBK confronted Tyson as he snubbed the D-Generation X t-shirt that he was wearing that night. But he was laid out by a trademark knockout punch by the legendary boxer.

It was great for the global audience to see two of the biggest names in boxing and WWE come face to face. However, as Prichard, remarked it became a nightmare for Mike Tyson’s entourage to collect the spilled bills from his pocket. But one could imagine both he and ‘Stone Cold’ made many times more than that by their iconic segment alone.


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What do you think about Mike Tyson spilling ten thousand dollar bills in the ring during his brawl with Stone Cold? Let us know in the comments.

Watch This Story: Jim Ross Highlights How Mike Tyson’s Financial Crisis Made Life Easier For Them In WWE: “He Needed To Do Something”


Written by:

Ritvic Pratap Singh


One take at a time

Ritvic Pratap Singh is a WWE and AEW writer at EssentiallySports. Ritvic is very passionate about WWE and pro wrestling as the image of a wrestling ring always filled him with excitement and AJ Styles his favorite WWE superstar. Besides the wrestling world, Ritvic also has a profound love for soccer and is an ardent Manchester City fan.
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Edited by:

Sherjeel Malik