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Greg DeMarco: If I Was Betting On Dean Ambrose…

What do the betting odds tell us about the future of Dean Ambrose?

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Dean Ambrose

What do the betting odds tell us about the future of Dean Ambrose?

On Sunday night, we were treated to the last chapter for The Shield, in an event aptly named The Shield: Final Chapter. It was an exercise in futility for WWE fans, as it basically served as an outlet to sell two more Shield themed t-shirts, and got them all riled up for the Shield (and Dean Ambrose, of course) one…more…time.

Basically? Y’ALL GOT WORKED AGAIN! (Worked for your viewership time and spending dollars, anyway.)

The Shield is easily one of the Top 5 WWE creations of the past 10 years, and in my opinion the best stable the company ever produced. Yes, that’s better than Evolution or DX, because The Shield elevated three individuals who, at the time of their debut, where nobodies to a standard WWE audience. Don’t get on me about Seth Rollins as Tyler Black and Dean Ambrose as Jon Moxley—I know about those. I saw them live. But the key here is the standard WWE audience. Never forget that we aren’t the target audience. We’re the money marks for them!

Now as I was saying, The Shield took three wrestlers and used a gimmick trio for their debut. All three went on to become world champions, and all three finished in the Top 10 in the earnings list for multiple years. If the goal of The Shield was to turn all three into stars, then this was a smashing success. Today, one man (Seth Rollins) is the current Universal Champion, another (Roman Reigns) just got shipped to Raw after main eventing 4 straight WrestleManias (and probably narrowly missing a fifth), and the third (Dean Ambrose) is a former world champion and the most talked about wrestler in the business today. That’s a damn good success rate!

Now that their final-really-last-ending-finale-showdown with Baron Corbin (who sucks), Bobby Lashley, and Drew McIntyre is over, we can look to the future for all three men. Seth Rollins’ future is easy, he’s the Universal Champion and taking the lead on Raw. Roman Reigns’ future is equally easy. He’s the “biggest acquisition in Smackdown history” and is likely to be WWE Champion by the end of 2019.

For Dean Ambrose, the future appears to be far less certain. He seems to be done with WWE for now, and that leaves the internet world guessing. And when there’s an opportunity to guess, there’s an opportunity to bet—I usually hit Sports Betting Dime to see what the odds are for these things.

SBD sets the odds at 1/6 (-600) that Dean Ambrose is leaving the WWE at the end of April. An April departure was announced in January, and while he was still being hyped for some post-Mania events, they were all still in April. As any contract lawyer could tell you, it makes as much sense that Ambrose’s WWE deal would expire at the end of a specific month as after a specific show. Some theorized that his rumored departure was just a guise setting up something bigger, but our oddsmakers believe it’s highly likely that April marks the end of the Ambrose era, at least for the time being. Many expect to see him take his talents to All Elite Wrestling, which reportedly offered him a massive $6 million deal.

Now we have no way of confirming that lucrative figure from AEW, but we know the group fronted by The Elite has money to spend, and outside of CM Punk (who might be interested now more than ever), no name would draw more eyeballs to the fledgling company than Dean Ambrose (or Jon Moxley, as would likely be the case).

All Elite Wrestling actually offers some other benefits outside of money that Dean Ambrose would like: Creative Freedom and Reduced Schedule.

The creative freedom seems obvious, as his character is one that seemingly succeed in a less scripted environment, where word choice isn’t scrutinized and the performer is trusted to hold of the direction for their character.

However, don’t sneeze at the reduced schedule. If AEW airs live on a weekly basis (I think it settles into more of an alternating schedule of live and taped), and has a handful of live “major” events per year, you’re looking at around 60 dates per year—and that’s if he works every week of TV (he shouldn’t). If they alternate the TV schedule like I said, now you’re looking at approximately 34 dates per year. Both of these numbers are assuming 8 special events per year which is purely a “guesstimate.” But it helps set the table.

For WWE, you’re looking at around 240-260 dates per year, which is more than 4 times the highest AEW estimate I could develop. That’s a huge benefit for a talent like Dean Ambrose, who had an entire WWE Network special where he talks about the road breaking him down.

The title of this article is “If I’m Betting On Dean Ambrose…” and if I was (I’m not), I would still bet on a WWE return. I’ve used #Houston2020 a few times, as I think it makes perfect sense for Dean Ambrose to take his time off and be a surprise entrant (and winner) in the 2020 Royal Rumble match. Imagine if Dean Ambrose was the Royal Rumble winner and faced with the following choices for his WrestleMania 36 opponent: Universal Champion Seth Rollins or WWE Champion Roman Reigns. Could we see Winner Take All, Part 2?

Save for that last part, I can see Dean Ambrose actually having this agreement in place with WWE. At the very least, WWE can freeze his contract for 9 months, while still paying him. I can’t imagine a world where they don’t. They’ve done it to others (Rey Mysterio, Neville, and would do it to Sasha Banks), and it benefits them to pay Ambrose to sit at home and not work for the perceived competition. Letting him go is great for the business as a whole, but not a good business move for WWE.

Dean Ambrose leaving WWE and showing up at Double Or Nothing, Fyter Fest, or Fight For The Fallen sounds great. But we all have tons of ideas that sound great and never come to fruition. While you never say never in this crazy world of wrestling, when it comes to Dean Ambrose’s next in-ring move I am saying “See you in Houston!”

About 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 (entertainment & popular culture)

TUESDAY - Musical Chairs (music) / Hockey Talk (NHL)

WEDNESDAY - The Greg DeMarco Show (wrestling) 

THURSDAY - Keeping the news ridiculous... The Oddity / Chairshot NFL (NFL)

FRIDAY - DWI Podcast (Drunk Wrestling Intellect)

SATURDAY - The Mindless Wrestling Podcast

SUNDAY - The Front and Center Sports Podcast 

CHAIRSHOT RADIO NETWORK PODCAST SPECIALS

Attitude Of Aggression Podcast & The Big Five Project (chronologically exploring WWE's PPV/PLE history)

TheChairshot.com PRESENTS...IMMEDIATE POST WWE PLE REACTIONS w/ DJ(Mindless), Tunney(DWI) & Friends

Patrick O'Dowd's 5X5

Classic POD is WAR


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

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

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DeMarco: Top 5 Non-Title WrestleMania Matches In WWE History

Not all WrestleMania classics had titles on the line. Dive into the top 5 non-title matches that stole the show & defined legacies. #WrestleMania #WWEHistory

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Shawn Michaels Kurt Angle WrestleMania 21

Not all WrestleMania classics had titles on the line. Dive into the top 5 non-title matches that stole the show and defined legacies.

WrestleMania is the Showcase Of The Immortals, but it’s not always the championship matches that steal the show—or define careers. In fact, some of the most iconic, business-defining, and emotionally resonant contests at the Grandest Stage of Them All didn’t feature a title at all. These matches succeeded because of character work, in-ring execution, and the kind of storytelling that sells tickets and moves merch.

Here are the five best non-title matches in WrestleMania history—at least, according to me!


5. The Rock vs. Hulk Hogan – WrestleMania X8 (2002)

This was never going to be a five-star technical clinic—but it was always going to be the moment. “Icon vs. Icon” was a tagline, sure, but it was also the reality: the biggest star of the ‘80s vs. the biggest star of the Attitude Era. And Toronto turned it into magic. Hogan walked in a heel but walked out immortal (again), with the SkyDome shaking on every punch, every look, every gesture.

What made this work was its self-awareness. Rock and Hogan read the crowd and flipped roles mid-match—Rock became the arrogant aggressor while Hogan Hulked Up to thunderous applause. It’s not often a non-title match headlines a card emotionally the way this one did, but it dominated every headline and highlight reel.


4. Owen Hart vs. Bret Hart – WrestleMania X (1994)

Sibling rivalries don’t usually lead to technical masterpieces, but then again, this wasn’t your average family drama. Owen and Bret opened WrestleMania X with a wrestling clinic that stood tall over a night packed with title changes. Owen needed to prove he was more than Bret’s little brother, and he did it by out-wrestling the best wrestler in the company. Clean. One-two-three.

It wasn’t just a great match—it was perfect storytelling. Owen’s victory, contrasted with Bret’s later world title win, set the tone for an entire year of brother-vs-brother tension. Bret became champion, but Owen had the moral victory—and all the bragging rights. This is proof that opening matches can steal the show.


3. The Undertaker vs. Shawn Michaels – WrestleMania 25 (2009)

If WrestleMania moments could be trademarked, this match would be the reason why. The Undertaker vs. Shawn Michaels wasn’t about championships—it was about legacy. Michaels wanted to be the man who ended The Streak. The build was steeped in biblical imagery: light vs. dark, heaven vs. hell. And the match? Pure perfection. Each man brought everything they had—near-falls, psychology, reversals that had 70,000+ people gasping in unison.

It was 30 minutes of generational storytelling that transcended pro wrestling. And here’s the kicker—it wasn’t even the main event. Yet it dwarfed everything that followed. Meltzer gave it 4.75 stars, fans gave it their hearts, and WWE gave it a sequel the next year. A match so good it forced the company to run it back—because lightning actually struck.

Now, if THIS MATCH is #3, what could possible be #2 and #1…


2. Bret Hart vs. “Stone Cold” Steve Austin – WrestleMania 13 (1997)

This wasn’t just a match—it was the turning point of an era. The Submission Match between Bret Hart and Steve Austin was as violent as it was poetic, with Ken Shamrock enforcing the rules and the Chicago crowd growing more frenzied by the second. The brilliance? The shift. Bret Hart, the traditionalist hero, grew darker and more self-righteous by the second, while the disrespectful anti-hero Austin refused to quit, even when drowning in his own blood. There was no title on the line, but the stakes felt bigger than gold.

The infamous double turn changed the business. Austin’s defiance turned him into the voice of a new generation of fans—blue collar, anti-authority, Attitude Era. Meanwhile, Bret would go on to lead the heel Hart Foundation. WWE didn’t need a championship to create a moment that catapulted Austin into superstardom and ignited the company’s hottest era. This match is business-first booking at its absolute best.


1. Kurt Angle vs. Shawn Michaels – WrestleMania 21 (2005)

Dream matches often disappoint. This one didn’t. At WrestleMania 21, Olympic gold medalist Kurt Angle went hold-for-hold and spot-for-spot with Mr. WrestleMania himself, and together they delivered a masterclass in in-ring psychology. Every sequence had stakes, every near-fall had meaning. It was a stylistic war: Michaels’ heart vs. Angle’s intensity.

Angle forcing Michaels to tap was a statement—it told fans that pure wrestling, not just spectacle, could still main-event caliber storytelling without any need for a title. Michaels sold the ankle lock like death, and Angle’s post-match collapse sold the moment as a hard-fought war. This is the kind of match that keeps purists up at night, smiling, and leaves the storytelling fans like myself as happy as can be!


10 Honorable Mentions (Not Honorable, Just For The Heck Of It)

  • Edge vs. Mick Foley – WrestleMania 22 (2006)
    A hardcore war that solidified Edge as a top-tier main eventer. That flaming table spear is still played in every Edge highlight reel.

  • AJ Styles vs. Shane McMahon – WrestleMania 33 (2017)
    Everyone expected smoke and mirrors—what they got was a surprisingly technical, high-energy opener that kicked off the show right.

  • The Undertaker vs. Triple H – WrestleMania 28 (2012)
    “End of an Era” wasn’t just a tagline. The Hell in a Cell match, with HBK as referee, was a brutal epilogue to a generation’s legacy.

  • Shawn Michaels vs. Chris Jericho – WrestleMania XIX (2003)
    A student-teacher battle of wills. Jericho’s low blow post-match was the perfect heel punctuation to a career-defining contest.

  • Randy Orton vs. Seth Rollins – WrestleMania 31 (2015)
    The greatest RKO of all time. That curb stomp reversal belongs in a museum.

  • Floyd Mayweather vs. Big Show – WrestleMania XXIV (2008)
    More sports-entertainment than wrestling, but a crossover moment that made mainstream headlines and paid off with a great finish.

  • Roddy Piper vs. Adrian Adonis – WrestleMania III (1987)
    A retirement match with big heat, a hot crowd, and Piper walking off into the sunset (for a minute).

  • The Firefly Funhouse Match – John Cena vs. Bray Wyatt – WrestleMania 36 (2020)
    Cinematic weirdness at its best. A meta masterstroke that broke Cena down in layers.

  • Bad Bunny & Damian Priest vs. The Miz & John Morrison – WrestleMania 37 (2021)
    Bad Bunny stunned everyone. He didn’t just belong—he elevated the show.

  • Rey Mysterio vs. Dominik Mysterio – WrestleMania 39 (2023)
    Father vs. son in a grudge match that played perfectly off real-life drama and Hall of Fame weekend emotions.


Some of these matches shaped legacies. Others shifted eras. But all of them proved that the most memorable moments at WrestleMania don’t need a title—they just need truth in the storytelling and fire in the execution.

About 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 (entertainment & popular culture)

TUESDAY - Musical Chairs (music) / Hockey Talk (NHL)

WEDNESDAY - The Greg DeMarco Show (wrestling) 

THURSDAY - Keeping the news ridiculous... The Oddity / Chairshot NFL (NFL)

FRIDAY - DWI Podcast (Drunk Wrestling Intellect)

SATURDAY - The Mindless Wrestling Podcast

SUNDAY - The Front and Center Sports Podcast 

CHAIRSHOT RADIO NETWORK PODCAST SPECIALS

Attitude Of Aggression Podcast & The Big Five Project (chronologically exploring WWE's PPV/PLE history)

TheChairshot.com PRESENTS...IMMEDIATE POST WWE PLE REACTIONS w/ DJ(Mindless), Tunney(DWI) & Friends

Patrick O'Dowd's 5X5

Classic POD is WAR


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!
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DeMarco: The Biggest WrestleMania Match WWE Is Afraid To Book

Greg DeMarco breaks down the one match WWE was seemingly afraid to book for WrestleMania, despite setting it up over the span of two years!

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WWE Rhea Ripley Dominik Mysterio

Greg DeMarco breaks down the one match WWE was seemingly afraid to book for WrestleMania, despite setting it up over the span of two years!

WWE loves its WrestleMania moments. But sometimes, the most electric moment is also the most terrifying. And if we’re being honest, there’s one match that could shatter the internet, define an era, and launch two careers into another stratosphere—if WWE had the guts to actually pull the trigger:

Rhea Ripley vs. Dominik Mysterio at WrestleMania 41.

Sounds crazy? Maybe. But it’s also  he most logical, lucrative, and legacy-defining decision WWE could make for both stars. Let’s break it down like we always do here: not through fantasy, not through fan service, but through business. Because this match had major upside—and one very real risk.


Pro #1: A Headline-Grabbing Spectacle With Viral Potential

WrestleMania is about the moment—and Ripley vs. Dominik is a moment waiting to happen. Their on-screen relationship in Judgment Day has become one of WWE’s most compelling, meme-able dynamics, blending soap opera with real emotion and elite trolling. YouTube clips rack up views. Social media runs wild with edits and thirst traps. The chemistry between them? Off the charts.

A WrestleMania match between them isn’t just “intergender” for the sake of it. It’s the end of a long-term story that’s already over with the audience. WWE doesn’t need to create this heat—it exists. All they’d be doing is lighting the match and letting it burn all the way to Allegiant Stadium in Las Vegas.


Pro #2: A Massive Risk That Can Pay Off With the Right Booking

Let’s be real: intergender wrestling is still a hot-button issue. But the times are changing—and WWE knows it. They’ve already had Rhea get physical with Akira Tozawa, Solo Sikoa, and in the men’s Royal Rumble. Fans haven’t rejected it—they’ve embraced it, because it fits her character.

Dominik, meanwhile, isn’t some powerhouse male wrestler. He’s a weasel. A brat. And most importantly, he’s believable as someone who could get wrecked by Rhea and still come out better for it. This isn’t Chyna vs. Jeff Jarrett in 1999. This is something entirely fresh.

And if AEW can run intergender matches with stars like Adam Cole and Britt Baker without fallout, then WWE—a much more disciplined, family-conscious product—can do it right. Book it with logic, lean into the emotion, and structure the match like an unsanctioned war, and you’ve got lightning in a bottle. Plus there IS precedent for this in WWE. You have Chyna, of course, and more recently you have Becky Lynch vs. James Ellsworth.


Pro #3: Judgment Day Drama Finally Pays Off In a Big Way

Judgment Day has been one of WWE’s best long-term success stories. But you can only tease the implosion for so long before fans check out. Finn’s beefing with Priest. JD is being JD. But the real core—the engine that kept this stable at its most relevant—was Rhea and Dom.

They were the emotional center. The dynamic people actually cared about. So if they’re going to culminate in a match, you don’t do it on a random Raw. You don’t do it at Elimination Chamber. You do it at WrestleMania. And you do it in a way that matters.

This match would be the culmination of everything. Betrayal, heartbreak, dominance, redemption. Dom turned on Rhea, Dom costs Rhea the Women’s World Championship more than once (think the Raw On Netflix premiere, and rewrite the ending to Liv Morgan vs. Rhea Ripley) and now Rhea wants the revenge she never got. The story writes itself. And it sets the table for their next chapters with clean slates and elevated status.


Con: It Risks Undermining Rhea Ripley’s Star Power

There’s one real risk WWE has to weigh: Rhea Ripley is a top-tier star. Maybe the top star in the women’s division. She should have main-evented WrestleMania 39 Night One. She’s the face of cross-brand credibility. She moves merch. She trends. She wins.

Taking her out of the title picture for a “personal” match—even one this hot—is a gamble. If not done correctly, it could trivialize her reign, reduce her to a storyline prop, or worse: send a message that her biggest spotlight doesn’t involve a championship.

And make no mistake—there’s a business cost to that. Rhea is the division right now. If WWE doesn’t protect her aura and keep her looking like a destroyer, even in loss or emotional turmoil, the entire angle could unravel. The story only works if Rhea stays the alpha, even while taking the emotional damage.


Final Bell

Rhea Ripley vs. Dominik Mysterio at WrestleMania 41 isn’t a joke. It isn’t shock booking. It’s a rare opportunity where character, emotion, long-term storytelling, and business aligned perfectly. WWE has built this slow burn for nearly two years. The most unexpected—and potentially best—WrestleMania match was right in front of them.

All they had to do… was be brave enough to book it.

About 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 (entertainment & popular culture)

TUESDAY - Musical Chairs (music) / Hockey Talk (NHL)

WEDNESDAY - The Greg DeMarco Show (wrestling) 

THURSDAY - Keeping the news ridiculous... The Oddity / Chairshot NFL (NFL)

FRIDAY - DWI Podcast (Drunk Wrestling Intellect)

SATURDAY - The Mindless Wrestling Podcast

SUNDAY - The Front and Center Sports Podcast 

CHAIRSHOT RADIO NETWORK PODCAST SPECIALS

Attitude Of Aggression Podcast & The Big Five Project (chronologically exploring WWE's PPV/PLE history)

TheChairshot.com PRESENTS...IMMEDIATE POST WWE PLE REACTIONS w/ DJ(Mindless), Tunney(DWI) & Friends

Patrick O'Dowd's 5X5

Classic POD is WAR


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!
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