Connect with us

Road To WrestleMania

Chairshot Top 5: WWE WrestleMania Disappointments

Sometimes WWE gets us really excited about a WrestleMania match. And sometimes…that match disappoints. Here are our Top 5 such disappointments…

Published

on

Goldberg-and-Brock-Lesnar-WWE WrestleMania 20

Sometimes WWE gets us really excited about a WrestleMania match. And sometimes…that match disappoints. Here are our Top 5 such disappointments…

WrestleMania is built on expectation. And that’s the whole point. The biggest stage, the biggest stars, the biggest matches—everything is designed to make you believe you’re about to see something special. And most of the time, WWE delivers.

But when it doesn’t, it really doesn’t.

A WrestleMania disappointment isn’t just a bad match…it’s a match that should have been something more. It’s the gap between what we were promised and what we actually got. Sometimes it’s timing, sometimes it’s booking, sometimes it’s just two people who, for whatever reason, don’t deliver on that night.

These are five of the biggest misses in WrestleMania history.


5. Becky Lynch vs. Charlotte Flair vs. Ronda Rousey (WrestleMania 35)

This had everything you’d want in a WrestleMania main event. Becky Lynch was the hottest act in the company, Ronda Rousey brought legitimate crossover appeal, and Charlotte Flair added the credibility of a proven big-match performer. It was the first women’s WrestleMania main event, a moment that felt earned and overdue, with real stakes attached as both championships were on the line.

And yet, it never quite came together the way it should have. The build had momentum, but the match itself felt uneven, never fully capturing the energy that got it there. The finish, in particular, left more questions than satisfaction, taking away from what should have been a definitive closing moment. It still mattered, and it still made history—but for a match with that level of importance, it should have delivered more.

4. Sheamus vs. Daniel Bryan (WrestleMania 28)

Sometimes a match doesn’t fail because of what happens. Instead, it fails because of what doesn’t happen. Daniel Bryan vs. Sheamus had everything it needed to be a strong WrestleMania opener: a hot crowd, a popular champion, and a story that could have delivered a real moment.

Instead, it lasted 18 seconds.

The decision created a reaction, and in some ways that reaction helped Bryan in the long run. But in the moment, it was a letdown. WrestleMania isn’t the place to skip the match entirely, and that’s exactly what this felt like.

3. Bret Hart vs. Yokozuna (WrestleMania 9)

This one isn’t just a disappointing match…it’s a disappointing decision. Bret Hart vs. Yokozuna should have been a defining WrestleMania main event, with the WWF Championship at stake and a clear opportunity to elevate both competitors.

Instead, it became something else entirely. The finish, followed immediately by Hulk Hogan stepping in and taking the title, undercut everything the match was supposed to accomplish. What should have been a moment for Bret Hart turned into a detour, and it left the entire main event feeling hollow.

2. AJ Styles vs. Shinsuke Nakamura (WrestleMania 34)

This is the kind of disappointment that stings the most, because it wasn’t about lack of talent. AJ Styles and Shinsuke Nakamura had already proven what they could do together. The expectation wasn’t just a great match—it was a classic.

Instead, it felt like a match that never quite got out of second gear. The pacing was off, the chemistry didn’t click the way it had before, and the finish—while setting up a heel turn—left the moment feeling incomplete. It wasn’t bad. That’s what makes it worse. It just wasn’t what it should have been.

1. Brock Lesnar vs. Goldberg — WrestleMania 20

On paper, this should have been massive. Brock Lesnar vs. Goldberg felt like a clash of unstoppable forces, the kind of match WrestleMania is built around. Instead, it turned into one of the most uncomfortable main events the company has ever produced.

The crowd knew both men were leaving, and they reacted accordingly. What should have been intense felt lifeless, and what should have been explosive dragged. By the time it ended, the story wasn’t the match—it was how badly it missed. When the most memorable part of a WrestleMania match is the audience turning on it, something went wrong.


Now, not every WrestleMania match is going to deliver. That’s part of the deal when expectations are this high. But the ones that stand out as disappointments aren’t just bad—they’re the ones that had everything in place and still missed. The talent was there. The stage was there. The moment was there. And for one reason or another, it just didn’t come together. That’s what makes them memorable. Not for what they were—but for what they should have been.

What match do you think will fit this category at WrestleMania 42?

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

Results10 hours ago

Mitchell’s WWE NXT Results & Report! (10/27/26)

Who faces heartbreak tonight?

Edge in WCW Damon Striker Edge in WCW Damon Striker
Sports Entertainment17 hours ago

Chairshot Top 5: Wrestlers You Forgot Appeared in WCW

Edge as Damon Striker? AJ Styles in Air Raid? These future wrestling stars made forgotten WCW appearances before becoming household...

Sports Entertainment19 hours ago

Today In Pro Wrestling History: October 27th

History is electrifying! Chamber of Horrors '91, WWF '92, NWA crowns Fergal '04, first ever Rager at Sea and Fallon...

Liv Morgan Becky Lynch WWE Monday Night Raw Liv Morgan Becky Lynch WWE Monday Night Raw
Sports Entertainment22 hours ago

Chairshot Wrestling News Report (10/27/2026): Vaquer Pulled, Zayn Retains & Lynch Denied by Judgment Day

Stephanie Vaquer is pulled from Raw, Sami Zayn survives Je'Von Evans, Liv Morgan retains against Becky Lynch, and WWE sets...

Results1 day ago

Mitchell’s WWE Raw Results & Report! (10/26/26)

Tonight, we settle things!

CM Punk Pipe Bomb CM Punk Pipe Bomb
Sports Entertainment2 days ago

Chairshot Top 5: Wrestling Promos Fans Still Quote Today

From Dusty Rhodes’ Hard Times to CM Punk’s Pipe Bomb and Austin 3:16, these wrestling promos gave fans lines they...

Sports Entertainment2 days ago

Today In Pro Wrestling History: October 26th

History rolls along: early Manami Toyota, WCW Halloween Havoc, WWE Cyber Sunday, TNA & a Marigold marquee show!

AEW Blood And Guts Triangle Of Madness AEW Blood And Guts Triangle Of Madness
Sports Entertainment2 days ago

Chairshot Wrestling News Report (10/26/2026): Women’s Blood & Guts Confirmed, Raw Title Contenders & NJPW Tag League

AEW confirms women's Blood & Guts, WWE Raw sets up two championship opportunities, and NJPW's Super Junior Tag League heats...

Bob Backlund WWF WWE Champion 1994 Bob Backlund WWF WWE Champion 1994
Sports Entertainment3 days ago

Chairshot Top 5: WWE Title Reigns Everyone Forgets Happened

From Rey Mysterio’s two-hour WWE Title reign to Dolph Ziggler’s forgotten first world championship, these reigns disappeared fast.

Sports Entertainment3 days ago

Today In Pro Wrestling History: October 25th

Tape machines for history! WCW DDP vs Goldberg overrun! MNM in '05, Sami Callihan, NXT Halloween and Randy Orton number...

Advertisement

Buy A Chairshot T-Shirt!

Chairshot Radio Network