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Top 5: Worst Money in the Bank Briefcase Holders

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Earlier in the week, we took a look at the best Money in the Bank briefcase holders. Today, we look at the worst. Where did these men go wrong? It usually comes down to bad booking or bad luck. Some briefcase holders get jobbed out until cashing in because the booking team figures that the guy with the briefcase can just cash it in & get over again. Others just have bad luck.

Some never should have had it in the first place. In WWE’s defense on this one: you don’t know unless you try. These guys tried, and failed.

 

5. John Cena (Money in the Bank 2012-Raw 1000)

There were plenty of other ways to give John Cena a WWE Championship match at Raw 1000, held eight days after the MITB event. Wasting the briefcase on it didn’t make much sense. The one positive thing was that Cena wasn’t going to be hurt by not winning the title due to having the briefcase, so it was logical to have him be the first one to take that bullet.

I thought about putting this higher on the list, but it didn’t last long enough to offend me & the Raw 1000 match was pretty good. Remember when Raw’s never-ending champion defended on TV?

 

4. Baron Corbin (Money in the Bank 2017-8/15/17 SmackDown)

There was a hot minute last year where Baron Corbin was considered a favorite of management. He eliminated Braun Strowman from the Royal Rumble & was pretty well protected up until the point where he won the MITB Ladder Match. He started a feud with Shinsuke Nakamura that led to boring matches which nobody wanted to blame Nakamura for, then was set for a big SummerSlam match with John Cena that had the potential to get him to the next level.

Then he tried to cash in on Jinder Mahal on a random SmackDown leading up to SummerSlam, and failed while looking like an idiot in the process. Cena squashed him at SummerSlam, and that was that. He got a US Championship run after, so that was his chance to hold a strap. Now he’s Constable of Raw & has finally given up on his skullet, so maybe there’s hope?

 

3. Jack Swagger (WrestleMania XXVI-4/2/10 SmackDown)

Swagger cashed in pretty early on Chris Jericho, and we thought for a second that it might lead to big things. It didn’t. Swagger’s reign as World Champion was a joke, as he spent much of his title reign putting people over on Raw while trying to be taken seriously on SmackDown & generally looking like a second-rate champion that was in over his head. It’s a shame too, because dude was one of the most talented athletes to come through WWE during this century. During his title reign, the best thing they could think of for a rub was to have him lose to the Undertaker’s Tombstone.

It was one of those World title runs that kill careers. The way people in the generation before me talked about Tommy Rich & Ronnie Garvin as NWA Champion is the way people talk about Jack Swagger as World Champion. Swagger accomplished little of note during the rest of his WWE tenure other than being managed by Zeb Colter & getting busted for drugs while in the middle of a push to a World title match against Alberto Del Rio at WrestleMania.

 

2. Damien Sandow (Money in the Bank 2013-10/28/13 Raw)

Sandow knocking Cody Rhodes off the ladder to win the briefcase split the Rhodes Scholars tag team. You would have thought it meant Sandow was getting the push afterward, but you would have been wrong. Rhodes dominated the ensuing feud, then Sandow lost to the likes of Dolph Ziggler, R-Truth & Santino Marella in a typical “job the guy with the MITB briefcase” run. He challenged John Cena on the Raw after Hell in a Cell & while they had a really good match, he still came up short.

People tell me wins & losses don’t matter all the time. Damien Sandow is an example of when they do. Losing his cash-in match in impressive fashion did nothing for his career. Instead of getting a run with a championship, he went down the card to the opening matches. He did the best he could though, and eventually got over with the people by being Miz’s stunt double. Though he remained popular until the end of his WWE tenure, they had nothing for him to do.

 

1. Mr. Kennedy (WrestleMania 23-5/7/07 Raw)

I remember a time when Mr. Kennedy was going to be a megastar. He had a charisma about him that drew comparisons to Stone Cold Steve Austin & The Rock in some circles. His winning the briefcase came as no surprise at all. A title run seemed in the cards for Kennedy…until he lost the briefcase to Edge in a random match on Raw.

What happened? Kennedy suffered a triceps injury in a match at a house show. Kennedy was scheduled to take the World championship off of Undertaker, who had an injury of his own that would require him missing time. Edge got tapped to take the briefcase off of Kennedy, then the World championship off of Undertaker. Then Edge got injured two months later & had to forfeit the championship. It felt like more people lost championships due to injury than anything else during this part of the 2000s.

Kennedy’s WWE run never reached its potential due to injuries, getting popped for drugs, & pissing off the wrong people at the wrong time. This particular setback wasn’t his fault, but it was a sign of things to come.

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Opinion

Chris King: The Wyatt Sicks’ Wasted Potential By WWE

Chris King takes a look at the WWE and their wasted potential of Uncle Howdy and the Wyatt Sicks faction.

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Wyatt Sicks WWE

Chris King takes a look at the WWE and their wasted potential of Uncle Howdy and the Wyatt Sicks faction.

It’s that time of the year again, folks; it’s unfortunate and downright awful that so many WWE superstars got released today. I’m not going to list all of them, but I am going to talk about one of my favorite factions, 

The Wyatt Sicks. Nikki Cross, Joe Gacy, Erik Rowan, and Bo Dallas (Uncle Howdy) were something special. After Bo’s brother Bray Wyatt’s tragic passing, WWE felt like there was a hole that needed to be filled. Wyatt was one of the most creative and brilliant characters, and Bo would be taking over his brother’s concept and bringing it to life. In 2024, at the end of an incredible documentary highlighting Wyatt’s career and struggles, Bo appeared on the screen portrayed as Uncle Howdy. The last time Uncle Howdy was seen on-screen was at the 2023 Royal Rumble, where Wyatt defeated LA Knight in a Pitch Black Match. Howdy jumped off a structure onto Knight. 

This post-credit scene sparked so much speculation and excitement that Wyatt’s brother would carry on his legacy and possibly debut the faction that was Wyatt’s concept. On the June 17th episode of Monday Night Raw, The Wyatt Sicks made their dramatic debut ,destroying the backstage area as well as “murdering” Chad Gable. It was such an iconic arrival for Howdy as he made his menacing walk from the back into the audience who were chanting “Holy Shit.” The Sicks and American Made (Chad Gable and The Creed Brothers) battled for months, with The Sicks being victorious. On the September 9th episode of Raw, The Sicks defeated them, with Howdy getting the win with Sister Abigail. 

The following year, The Sicks would move over to Friday Night SmackDown, and it seemed like WWE had a plan in place. They would win the tag team championships from The Street Profits and start to look dominant. Now, what should have happened next is Howdy should have won the United States title. The Sicks could have held all the gold over on the blue brand, but it never happened. The Sicks entered into a never-ending feud with The MFT’s (Solo Sikoa, Tama Tonga, Tonga Loa, JC Mateo, and Talla Tonga.) It started off exciting, and the WWE Universe was red-hot for their interactions. 

After months of repetitive matches and The MFT’s stealing their lantern, the feud grew tiresome and boring. Even Tama asked Solo why they are still holding onto the lantern, as it was destroying them as a whole. Finally on the SmackDown before Mania, Tama

gave the lantern back to Howdy against Solo’s wishes. Please explain to me why both factions fought almost every single week instead of just having one final blowoff match at WrestleMania. 

It should have been either a massive street fight or a falls count anywhere match on the grandest stage of them all. Instead, it turned into a meaningless week-after-week extravaganza that benefited no one. The MFTs won the rivalry, and The Sicks don’t even work for WWE anymore. This was the same criminalized creative process that Wyatt dealt with during his first run in the company. 

We’ll never know how much of a dangerous force The Wyatt Sicks could have been in the WWE. For all their careers’ sake, I hope they stay far away from the company for as long as possible. Every superstar that was cut deserves better!

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Opinion

Chris King: Bloodline Saga: Is This the Right Call For WWE?

Chris King questions the WWE’s logic in setting up Jacob Fatu as the next challenger for World Heavyweight Champion Roman Reigns 

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WWE Jacob Fatu Roman Reigns Backlash

Chris King questions the WWE’s logic in setting up Jacob Fatu as the next challenger for World Heavyweight Champion Roman Reigns

Roman Reigns is once again World Heavyweight Champion after his dominant win over CM Punk at WrestleMania 42. On the following night on Monday Night Raw, The OG Bloodline came back together as a well-oiled machine as The Usos stood side by side with Roman. With the WWE Universe asking who would be the first to challenge “The Tribal Chief,” Jacob Fatu shocked the world by answering the call. 

Fatu is running hot after his impressive win over Drew McIntyre and feels like he is ready to become the new world champion. This bloodline segment ended Raw, and it picked right back up on SmackDown with even Solo Sikoa and the MFTs involved. This is now two shows that have been centered around The Bloodline saga, and it’s made me question whether or not WWE should be retelling this story. 

The Bloodline (Roman Reigns, The Usos, and Solo Sikoa) ran WWE for over four years as Reigns’ henchmen, doing his dirty work to retain his title. Even though Roman has declared he doesn’t want Jey and Jimmy to serve him, it sure seems like WWE are spinning their wheels. Fatu could add a whole new chapter into the story, even if he’s not able to beat Roman at Backlash. “The Samoan Werewolf” could be forced to do the same thing as Jey did all those years ago and fall in line. 

 In my opinion, I feel like Fatu should be challenging for the Undisputed WWE Championship because that’s a title I feel like he should win. I understand standing up to your blood and trying to prove you’re the best, but I don’t think this is the right move. It feels like 2022 all over again, as The Bloodline is the central focus on both shows. If Fatu doesn’t win, what happens to all his momentum he’s been building over the last two years? 

Why did WWE make this the best choice for storyline purposes? Why couldn’t creative have come up with a different challenger for Roman? There are so many other superstars that could challenge The Tribal Chief, such as Rusev, Bron Breakker, Gunther, or even a returning Sheamus. 

I just can’t help but question WWE’s logic here, and it kind of reminds me of all the times The Shield reunited. Could WWE be pushing the same storyline too many times here? Could the WWE Universe get tired of this rinse and repeat cycle of The Bloodline Saga?

Are we about to see all the weekly episodes solely focused on The Bloodline again? Will it be cinema… Yes. Is there still money in The Bloodline… Yes. Was it the right call? That’s to be determined!

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