Connect with us

Opinion

Steve Cook’s Top 5: Wrestling Upsets!

In the light of NHL hockey playoffs being filled with upsets, Cook had an epiphany! Take a look at his Top 5 Wrestling Upsets!

Published

on

In the light of NHL hockey playoffs being filled with upsets, Cook had an epiphany! Take a look at his Top 5 Wrestling Upsets!

I’m not sure if most of you have been paying attention to the NHL Playoffs. I have. I’m a big Nashville Predators supporter, and I write a lot about them when I’m not doing the wrestling. The Predators won the Central Division and were one of the top two seeds in the Western Conference, so I was looking forward to a deep playoff run for them.

That didn’t happen. It didn’t happen for any team that won an NHL division this season. Nashville, Calgary, Tampa Bay & Washington all found themselves among the first round losers, leaving a bunch of underdogs to settle the Stanley Cup among themselves. That’s hockey! Well, not really, as it’s the first time in NHL history that each of the division champions found themselves crashed out after one round of playoff hockey.

Upsets are widely celebrated throughout sports history. They are also celebrated in sports entertainment history. Here are the five that I think have had the most impact on the history of the business and were the most shocking at the time they happened.

5. Chris Jericho over Triple H (WWF Monday Night Raw 4/17/00)

I don’t like upsets that result from referee abuse. It seems cheap and doesn’t really help the person winning get over. But check out the pop when Jericho pins Triple H on the Lionsault…

Legend has it that this is when the WWF higher-ups realized that Jericho was a pretty big deal. If they didn’t know it before, they had to know it after that reaction. Our man Y2J had many doubters within the company during his first few months there, but that helped to silence them. Gotta give the Penn State people credit for that, if nothing else.

4. Mikey Whipwreck over Steve Austin (ECW November to Remember 1995)

Mikey had already scored a number of upsets prior to this match. He had somehow become an ECW Triple Crown Champion, holding all of the championships for one reason or another. The guy he beat for the TV Championship was a schmuck. Cactus Jack carried him to the Tag Team Championship. Sandman was drunk when Mikey won the ECW Championship. But Steve Austin? This was a veteran of the business, a man who had won the WCW United States, Television & Tag Team Championships. Surely he would run Mikey over in short order.

Apparently not.

Booker Paul Heyman wanted to give Austin the strap on this night. Austin was smarter than him. He knew that Mikey getting the win would give his character that much more motivation to take the strap later. He probably also knew that he wouldn’t be in ECW for very long. A win in this match meant 100 times more for Mikey Whipwreck than it ever would have meant for Steve Austin. Mikey’s finisher in his later years was the Whippersnapper, which was a version of the Stone Cold Stunner. Mikey can tell his grandchildren that he beat Steve Austin. That’s a story worth telling.

3. The Mulkeys over The Gladiators (NWA World Championship Wrestling 3/28/87)

Randy & Bill Mulkey lost matches on NWA World Championship Wrestling for so many years it’s easy to lose count. They were jobbers in the day that jobbers were king, and the idea of them winning a match was pretty crazy. The Gladiators had been built for weeks as an indestructible dup, and were expected to roll over the Mulkeys on their way to the Crockett Cup Tournament. Things went awry…

The Mulkeys went out in short order in the tournament, but their win still led to MulkeyMania, and a match with the Midnight Express in West Virginia that sold the joint out by gawd.

2. Barry Horowitz over Bodydonna Skip (7/9/95 WWF Action Zone)

Barry Horowitz was a very solid worker. He had a knack for making other wrestlers looking good, so he got put in that spot. Over and over again. Didn’t matter where he worked, that’s what he did. He got a random win in GWF & got the nickname of “The Winner” because he rarely won. I didn’t see that, so it was shocking to me when Barry scored the win over good ol’ Skip.

Unfortunately, I don’t think this was so much a boon for Horowitz as it was a bust for Skip. Sure, he & Zip still won the tag team championship on the WrestleMania XII Free-For-All. But I feel like this was the point where Sunny realized that she had to do better. And she certainly did better if you know what I’m saying.

1. The Kid over Razor Ramon (5/17/93 WWF Monday Night Raw)

People that were in the know at the time knew that Sean Waltman, AKA The Lightning Kid, AKA The Fill-In-The-Blank Kid, was supremely talented. Us young WWF fans had no idea at this point. He was a guy that’d lost a few matches in short order. We figured Razor would have no problem handling him, but we were in for a surprise.

This particular episode of Raw also featured Marty Jannetty defeating Shawn Michaels for the Intercontinental Championship, and if I did a “Top 5 Raw Episodes” column it would most likely be included. The Kid would eventually befriend Razor & the Clique, which helped his career immensely. That shouldn’t take away from his ability though. If anybody deserved to get bumped up from the ranks of the jobbers to the eventual Hall of Famers, it was Sean Waltman under whatever name you’d like to give him.

Chairshot Radio Network

Launched in 2017, the Chairshot Radio Network presents you with the best in sports, entertainment, and sports entertainment. Wrestling and wrestling crossover podcasts + the most interesting content + the most engaging hosts = the most entertaining podcasts you’ll find!

MONDAY - Bandwagon Nerds

TUESDAY - 4 Corners Podcast

WEDNESDAY - The Grown Ass Man Podcast

THURSDAY - The Benchwarmers Trivia Podcast

FRIDAY - DWI Podcast (Drunk Wrestling Intellect)

SATURDAY - The Mindless Wrestling Podcast

SUNDAY - 30 Mindless Minutes

CHAIRSHOT RADIO NETWORK PODCAST SPECIALS

Attitude Of Aggression Podcast: The Big Five Project (chronologically exploring WWE's PPV/PLE history) Unidentified History (Ufology) & Game Gone Wrong (Game of Thrones Universe)


Chairshot Radio Network Your home for the hardest hitting podcasts... Sports, Entertainment and Sports Entertainment!

All Shows On Demand


Powered by RedCircle


Let us know what you think on social media @ChairshotMedia and always remember to use the hashtag #UseYourHead!

Sports

Entertainment

Sports Entertainment

Sports Entertainment10 hours ago

Today In Pro Wrestling History: September 14th

Today is packed with: WCW Death of the Horsemen '97, Sting's First and Last Raw match '15, TNA No Surrender...

El Grande Americano Wins AAA Mega Championship El Grande Americano Wins AAA Mega Championship
News13 hours ago

Chairshot Wrestling News Report (9/14/2026): Americano Wins Gold, Catalina Takes Over & Raw Hits Mexico

El Grande Americano dethrones Dominik Mysterio, La Catalina wins gold and WWE Raw brings us Roman Reigns vs. Penta in...

Sports Entertainment1 day ago

Today in Pro Wrestling History: September 13th

WCW Fall Brawl with a unique WarGames format '98, WWE Breaking Point '09, CMLL 80th Anniversary '13, Big E cashes...

Stephanie Vaquer Wins WWE Women's World Championship Chile Stephanie Vaquer Wins WWE Women's World Championship Chile
News2 days ago

Chairshot Wrestling News Report (9/13/2026): Vaquer Shocks Liv, Garcia Honors The Butcher & TripleManía Returns Home

Stephanie Vaquer shocks Liv Morgan for the Women’s World Championship in Chile, Daniel Garcia honors The Butcher and TripleManía concludes...

AEW Results2 days ago

Mitchell’s AEW Collision Results & Report! (9/12/26)

This one's for The Butcher!

Results2 days ago

Andrew’s MLW Fusion Results & Ratings: 9.12.2026

We've got a few Opera Cup opening matches for MLW Fusion! Main evented with Brick Savage versus Matt Riddle!

Sports Entertainment2 days ago

Today In Pro Wrestling History: September 12th

WCW Fall Brawl '99, Unforgiven '04, Inaugural Mae Young Kairi vs Shayna, Death Before Dishonor '21 and Worlds Collide '25...

Podcasts2 days ago

Mindless Wrestling Podcast: Lots of Wrasslin

Tune in every week as DJ, Rob and Jason give their thoughts on the world of pro wrestling and beyond!

Sami Zayn WWE Champion Sami Zayn WWE Champion
News3 days ago

Chairshot Wrestling News Report (9/12/2026): Sami Wins Gold, Omos Survives & Roxanne Earns Her Shot

Sami Zayn regains the WWE Championship, Omos defeats Rey Mysterio and Roxanne Perez earns a Reina de Reinas title shot...

SCP Movie SCP Movie
Bandwagon Nerds3 days ago

Bandwagon Nerds News Report (9/12/2026): SCP Goes Hollywood, Point Break Returns & Moss Studio Closes

A24 adapts SCP Foundation, AMC revives Point Break and Moss developer Polyarc shuts down after nearly 12 years.

Advertisement

Buy A Chairshot T-Shirt!

Chairshot Radio Network