Orange Cassidy

Cipperly debuted on March 13, 2004, for the Hanover, Pennsylvania-based Ground Breaking Wrestling (GBW) promotion. Wrestling as "JC Ryder", he teamed with Danny Rage as the New Jersey Independent All-Stars. Throughout 2004, Ryder wrestled primarily for GBW; he also made appearances with the Eastern Wrestling Alliance in Baltimore, Maryland and with the Valley Wrestling Alliance in Wilkes-Barre, Pennsylvania.[16] In January 2005, Ryder and Rage defeated Xtreme Pandemonium to win the GBW Tag Team Championship. They held the titles until May 2005, when they lost to CORE and Ian Cross.[17] They won the titles a second time in April 2006 by defeating the Untouchables, dropping them back to the Untouchables that December.[18]

Cipperly (as JC Ryder) debuted in the Pennsylvania-based Chikara promotion in February 2005 at the Tag World Grand Prix. In March and April 2005, he and Danny Rage (as the New Jersey Independent All-Stars) competed in a series of tag team matches. In June 2005, he competed in a qualifying match for the Chikara Young Lions Cup, losing to Rorschach.[17] The following year, he began wrestling under a mask as Fire Ant, the leader of the Colony, a role he continued to portray for the next thirteen years.[19]

In 2012, Cipperly began working unmasked by using the Orange Cassidy ring name. Despite having wrestled under the ring name since 2007,[20] this version of the character was a precursor to his current look in All Elite Wrestling (AEW). The same year, Chuck Taylor formed The Gentlemen's Club, which consisted of Taylor, Cassidy, Drew Gulak and the Swamp Monster.[21] Cassidy made his debut at Live At Road To Ruin Fest, where he was swiftly defeated by Grizzly Redwood.[22] He returned two years later at King of Trios, where the Gentleman's Club were defeated by the Submission Squad.[23] During 2015, the Gentlemen's Club were announced as being part of the Challenge of the Immortals tournament. Cassidy was used in tag team and six-man matches,[24][25] as the stable won six points, failing to advance to the finals.[26] In 2016, Taylor was involved in a storyline where he kept changing his ring name after matches, in what was part of a larger legal battle with the new owner of the "Chuck Taylor" name, Chuck Taylor™. This culminated at Aniversario: The Lost World in Glasgow, where Taylor (as "Howie Dewitt") defeated Cassidy, who was seconded by Taylor™.[27] At King of Trios, Cassidy and Gulak participated in a tag team gauntlet match, eliminating The Closers and Team Sea Stars, before being eliminated by Cornelius Crummels and Sonny Defarge.[28] At Judgment Day, Team Sea Stars defeated Cassidy and the Swamp Monster, marking the final time that Cipperly would appear in the promotion as Orange Cassidy.[29]

Cassidy making his entrance in December 2021

On May 25, 2019, Cassidy made his debut for All Elite Wrestling (AEW), during their inaugural event Double or Nothing, where he entered the Casino Battle Royale late and confronted Tommy Dreamer, before Dreamer threw him out.[30] On August 12, it was announced that Cassidy had signed a contract with AEW.[31][32] On August 31, at All Out, Cassidy returned and aligned himself with Best Friends (Chuck Taylor and Trent), after saving them from an attack by The Dark Order (Stu Grayson and Evil Uno).[33] Cassidy wrestled his debut match for AEW on the October 30 episode of Dynamite, teaming with Best Friends for a victory over Q. T. Marshall, Alex Reynolds and John Silver in a six-man tag team match.[34]

Cassidy started his first rivalry in AEW with Pac in February 2020, after Cassidy interrupted Pac while he was being interviewed.[35] On February 29, at Revolution, Cassidy was defeated by Pac.[36] Cassidy's performance in the match was praised by critics.[37][38] On May 23, at Double or Nothing, Cassidy participated in the Casino Ladder Match, but the match was won by Brian Cage.[39] Cassidy next began a feud with Chris Jericho,[40] and was defeated by Jericho during the second night of Fyter Fest on July 8.[41] Cassidy won a rematch on the August 12 episode of Dynamite,[42] and was challenged by Jericho to a Mimosa Mayhem match for All Out, which Cassidy also won.[43] Across September and October, Cassidy challenged for the AEW TNT Championship, but was unsuccessful on each occasion.[44][45][46] On November 7, at Full Gear, Cassidy defeated John Silver.[47]

Going into 2021, Cassidy and Best Friends started a feud with Kip Sabian and Miro.[48] On March 7, at Revolution, Cassidy and Chuck Taylor were defeated by Sabian and Miro,[49] but Cassidy and Taylor defeated the team in an Arcade Anarchy match on the March 31 episode of Dynamite.[50] In May, Cassidy received an opportunity for the AEW World Championship.[51] He competed for the championship at Double or Nothing in a three-way match against champion Kenny Omega and Pac, but Omega ended up winning.[52] On September 5, at All Out, Cassidy was on the winning side as Best Friends and Jurassic Express defeated the Hardy Family Office. Afterwards, he was attacked by the returning Butcher, and almost had his head shaved, before the other babyfaces came out to make the save.[53] Later in the night, he accompanied Kris Statlander in her match against Britt Baker. This was notable for a spot where Cassidy broke character, to urge Statlander to beat the count and get back in the ring.[54] On the October 6 episode of Dynamite, Cassidy participated in the seven-man Casino Ladder match for a future shot at the AEW World Championship. The match ended up being won by Adam Page.[55] Cassidy was then put into the AEW World Championship Eliminator Tournament and defeated Powerhouse Hobbs in the first round.[56] He was scheduled to face Jon Moxley in the semi-finals, but Moxley was removed from the tournament due to going into rehabilitation for alcoholism. Moxley was replaced by Miro, who defeated Cassidy.[57]

In November, Cassidy and the rest of the Best Friends stable, began a feud with The Elite, specifically Cassidy with Adam Cole.[58] On the December 22 episode of Dynamite, Cole defeated Cassidy after an interference from the debuting Kyle O'Reilly.[59] On the December 29 episode of Dynamite, Cassidy and Best Friends were defeated by Cole and ReDRagon.[60] On the January 19 episode of Dynamite, Cole and Baker defeated Cassidy and Statlander in a mixed tag team match, with Cole scoring another victory on Cassidy.[61] On the January 26 episode of Dynamite, Cassidy defeated Cole in an Unsanctioned Lights Out match that involved appearances from Best Friends, The Young Bucks, Bobby Fish and the debuting Danhausen.[62] Cassidy would qualify for the "Face of the Revolution" ladder match by defeating Anthony Bowens,[63] but would fail to win the match at Revolution.[64] Days later, it was reported that Cassidy had suffered a shoulder injury during the match, leaving him out of action for months.[65]

Cassidy returned from injury on the June 15 episode of Dynamite, where he interrupted United Empire's assault on FTR and Roppongi Vice, confronting leader Will Ospreay.[66] Soon after, a match was set between the two for Ospreay's IWGP United States Heavyweight Championship at AEW x NJPW: Forbidden Door,[67] which Cassidy lost. Ospreay and Aussie Open continued to beat down Cassidy and Roppongi Vice after the match, only to be stopped and attacked by Katsuyori Shibata.[68] Cassidy continued his title pursuit by challenging Wardlow for the TNT Championship at Fyter Fest.

Cassidy would then team with Best Friends to participate in a tournament for the new AEW World Trios Championship, defeating The Trustbusters (Ari Daivari, Parker Boudreaux and Slim J) in the first round, but lost to Adam Page and The Dark Order (Alex Reynolds and John Silver) in the semifinal. On the September 7 episode of Dynamite, Cassidy and Best Friends faced Death Triangle (Pac, Rey Fenix and Penta El Zero Miedo) for the vacant World Trios Championship in a losing effort. The following week, on Dynamite, Cassidy attacked longtime rival Pac, setting up a title match between the two for Pac's All-Atlantic Championship at Grand Slam, which Cassidy lost after Pac hit him with a hammer. Cassidy finally defeated Pac in a rematch to win the All-Atlantic Championship on the October 12 episode of Dynamite.[69] This marked his first championship in All Elite Wrestling. On October 21 episode of Rampage, Cassidy successfully defended his title in his first title defense against Rush and Ten in a triple threat match.

In March 2023, the title would be renamed the AEW International Championship. During his reign, Cassidy successfully defended the championship against various contenders, such as Luchasaurus, Rey Fenix, Katsuyori Shibata, Lee Johnson, Jake Hager, Q. T. Marshall, Trent Seven, Trent Beretta, Kip Sabian, Jay Lethal, Lee Moriarty ,Wheeler Yuta, Big Bill, Jeff Jarrett, The Butcher, Dralístico, Buddy Matthews, Bandido, Daniel Garcia, Kyle Fletcher ,Swerve Strickland, and AR Fox. On June 25 at Forbidden Door, Cassidy successfully defended the AEW International Championship against Zack Sabre Jr., Katsuyori Shibata and Daniel Garcia, who Cassidy pinned, in a four-way match.[70] At All Out 2023 Cassidy lost the title to Jon Moxley in the main event.

At WrestleDream 2023, Cassidy teamed with Hook in a four way tag team match against The Young Bucks, Lucha Brothers, and the Gunns for a future AEW World Tag Team Championship match in which they were unsuccessful. At Dynamite: Title Tuesday, Cassidy regained the International Championship by defeating Rey Fenix, becoming the title's first two-time holder.[71]