What Happened When

On this episode of What Happened When, Tony Schiavone and host Conrad Thompson welcome the one and only Dalton Castle to the show!

The Ring of Honor superstar joins the guys to relive some of his most unforgettable entrances and show stealing matches. From the pageantry and presentation to the psychology once the bell rings, Dalton breaks down the art behind "The Peacock" and how he crafted one of the most unique characters in modern wrestling.

Tony and Conrad react in real time as they revisit the spectacle, the athleticism, and the larger-than life moments that made Dalton a fan favorite. Expect laughs, behind the scenes stories, and plenty of flair on this wildly entertaining edition of What Happened When.

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On this episode of What Happened When, Tony Schiavone and host Conrad Thompson welcome Colt Cabana to the show!

The AEW/ROH standout brings his signature quick wit, storytelling charm, and behind-the-scenes insight as the trio revisits four unforgettable battles from Colt's storied career in Ring of Honor:

Cabana & Bryan Danielson vs. Jimmy Rave & Bison Smith ROH 7th Anniversary – March 21, 2009 Hammerstein Ballroom – New York City

Cabana & Kenny Omega vs. Austin Aries & Rhett Titus ROH Final Countdown Tour – September 25, 2009 Boston, Massachusetts

Cabana & El Generico vs. Kevin Steen & Steve Corino Steel Cage Match – ROH on HDNet Philadelphia, Pennsylvania

Cabana vs. Homicide Chicago Street Fight – ROH Better Than Our Best Chicago, Illinois

From comedy to chaos, technical showcases to brutal brawls, Colt pulls back the curtain on locker room stories, road tales, and the evolution of ROH during one of its hottest eras.

It's laughs, nostalgia, and hard-hitting action—all on this can't-miss edition of What Happened When.

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On this episode of What Happened When, Tony Schiavone and host Conrad Thompson welcome the voice of Ring of Honor, Ian Riccaboni, to the show! Ian pulls back the curtain on his journey behind the mic, sharing incredible behind the scenes stories from his time calling professional wrestling at the highest level. The trio sit back and watch three classic ROH matches, breaking down the moments, the emotion, and the magic that made them special. From the pressure of live commentary to the evolution of ROH's in ring style, it's insight, nostalgia, and plenty of laughs all on this can't-miss edition of What Happened When.

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On this episode of What Happened When, Tony Schiavone and Conrad Thompson take us to Dallas for a special look back at the early career of one of the most iconic professional wrestlers of all time Steve Austin. The guys watch Austin in action as he goes head-to-head with Jeff Jarrett, The Undertaker, and even his wrestling school trainer, Chris Adams. Sit back and enjoy this rare look at Steve Austin before he became the Texas Rattlesnake.

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On this episode of What Happened When, the voice of our childhood Tony Schiavone and host Conrad "The Mortgage Guy" Thompson welcome AEW superstar Harley Cameron! The terrific trio kick back and relive the outrageous, over-the-top magic of the Gorgeous Ladies of Wrestling—GLOW—in all its 1980s glory. Harley dishes on her journey into wrestling, discovering her natural talent as a ventriloquist, and a whole lot more surprises along the way.

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On this episode of What Happened When, Tony and Conrad go PUNK ROCK as they welcome special guest Chaz Warrington, better known to wrestling fans as MOSH, one half of the legendary tag team The Headbangers! Chaz joins the show to talk about his brand-new book, Beneath the Skirt, pulling back the curtain on the wild, uncensored story of his rise to WWE Tag Team legend status.

The fun doesn't stop there — the guys sit back and watch three of Chaz's matches, including his very first match as a professional wrestler, as he shares behind-the-scenes stories, road tales, and plenty of laughs along the way. It's loud, it's chaotic, and it's a must-listen edition of What Happened When!

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On this episode of What Happened When, the voice of our childhood Tony Schiavone and host Conrad Thompson take us back 40 years for a true NWA/Jim Crockett Promotions classic. A major shift is underway as the National Tag Team Championships are officially rebranded into the United States Tag Team Championships, with Jim Crockett Promotions devoting much of the program to hyping a one-night tournament at the Omni to crown the very first champions.

There's no shortage of action and intrigue elsewhere on the card. Wahoo McDaniel captures the National Heavyweight Championship by defeating Tully Blanchard at the Forum in Los Angeles. The Kansas Jayhawks confront Jim Cornette and Big Bubba, Ric Flair delivers a standout TV match against Mike Jackson, and the show closes with chaos as The Four Horsemen confront Dick Murdoch only for Dusty Rhodes and Magnum T.A. to hit the ring for a thrilling finish.

Fall is nearly here in 1986, and with it comes excitement, tension, and heartbreak. This is Jim Crockett Promotions in the '80s at its absolute finest—don't miss this nostalgic deep dive on What Happened When.

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On this episode of What Happened When, Tony and Conrad are joined by AEW superstar and Ring of Honor legend Jay Lethal! Jay sits down to share stories from his incredible journey through ROH and TNA, including working closely with Jeff Jarrett on Ric Flair's Last Match. He also opens up about his longtime friendship with AJ Styles, their shared history, and the moments that helped shape their careers.

It's a fun, insightful, and story-filled conversation with one of the most respected performers of his generation — an episode of What Happened When you won't want to miss!

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On this episode of What Happened When, Tony kicks off the new year in the hot seat answering all your questions from voice strengthening techniques to his all time favorites in WCW. No question is off limits for the voice of our childhood. Plus, the guys are joined by Game Event host Efren for a fun game that has the guys sweating.

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On this special REMIX episode of What Happened When, Tony Schiavone and Conrad Thompson sit down together to watch WWF Monday Night RAW from April 27, 1998—and for Tony, it's a first-time viewing of one of the most infamous moments of the Monday Night War.

The focus? D-Generation X and their audacious, real-world invasion of World Championship Wrestling.

As the episode unfolds, Tony reacts in real time to seeing Triple H, X-Pac, and the New Age Outlaws roll up to WCW's doorstep, cameras rolling, lines blurring between storyline and reality. From the perspective of a man who was insideWCW when it happened, Tony offers candid, unfiltered insight into what the locker room likely thought, how management viewed the stunt, and why this moment symbolized WWF's growing confidence in 1998.

Conrad guides the conversation with context—breaking down where WWF stood creatively, why this episode of Monday Night Raw felt so dangerous and unpredictable, and how DX's fourth-wall-breaking antics represented a turning point in the war for wrestling fans' attention.

Expect laughs, disbelief, and plenty of "I can't believe they did that" moments as Tony processes the invasion not as a rival executive, but as a fan watching history unfold. The duo also discusses how this single segment changed perceptions, raised the stakes, and helped redefine what competition looked like in professional wrestling.

It's a rare, behind-the-curtain look at the DX invasion—told by the voice of WCW himself—on an episode that proves just how wild, bold, and real the Monday Night Wars had become.

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