Independent circuit (2015–present) After undergoing training under former
WCW World Tag Team Champion Paul Roma and the Paradise Alley Professional Wrestling School, Holliday made his
professional wrestling debut for
Northeast Wrestling at
Christmas in Tavenville event on December 12, 2015, in a losing effort against Jym Anderson. Holliday wrestled for various independent promotions and made frequent appearances for
New England Championship Wrestling, where he challenged for the
NECW Television Championship on many occasions. Holliday's first major achievement in his professional wrestling career came when he participated in
East Coast Wrestling Association's (ECWA)
2018 Super 8 Tournament on April 21, 2018. Holliday won the tournament by defeating Bolt Brady in the quarter-final, Anthony Greene in the semi-final and
Chase Owens in the final. On September 21, 2019, Holliday defeated Brute VanSlyke to win the Immortal Championship Wrestling (ICW) Heavyweight Championship at
Immortal 08 event. The following month, at
Halloween Havok, Holliday successfully defended the title against
Carlito before
dropping the title to Sean Carr in an immediate title defense.
Major League Wrestling (2018–2024) Holliday signed a contract with
Major League Wrestling (MLW) in 2018, making his debut for the promotion at the
inaugural Battle Riot event on July 27, entering at #17. He was eliminated by Barrington Hughes. Holliday's first singles match in MLW took place on the September 7 episode of
Fusion, which he lost to
Fred Yehi. On the February 16, 2019 episode of
Fusion, Holliday formed an alliance with
Maxwell Jacob Friedman by attacking
Teddy Hart during a post-match interview backstage after Hart had retained the
World Middleweight Championship against MJF. Their alliance was dubbed
The Dynasty and they began a lengthy feud with Hart's faction
The Hart Foundation, setting up a
World Tag Team Championship match between the two teams on the March 16 episode of
Fusion, which MJF and Holliday lost via disqualification after
Alexander Hammerstone interfered in the match by attacking Hart and Smith, therefore Hammerstone joined the Dynasty, making it a trio. On April 5, Holliday participated in the
Battle Riot match as the #40 entrant. He was eliminated by
Davey Boy Smith, Jr. On the April 27 episode of
Fusion, Dynasty defeated Hart Foundation in a six-man
tables match to hand Hart Foundation, their first loss as a team in MLW. On the July 13 episode of
Fusion, MJF and Holliday defeated
Brian Pillman Jr. and Teddy Hart in a
ladder match to capture the World Tag Team Championship. They successfully defended the titles against Hart Foundation in a
two out of three falls match on the September 21 episode of
Fusion and the Los Parks (
LA Park and
El Hijo de LA Park) on the October 12 episode of
Fusion, before losing the titles to
The Von Erichs (Ross and Marshall) in a
Texas Tornado match at the
Saturday Night SuperFight pay-per-view on November 2. On November 21, it was announced that Holliday would enter the
inaugural Opera Cup tournament against
Timothy Thatcher. The match took place on the December 14 episode of
Fusion, which Holliday lost. On the February 8, 2020 episode of
Fusion, Holliday defeated
Savio Vega and then stole Vega's
IWA Caribbean Heavyweight Championship belt, unofficially claiming himself to be the Caribbean Heavyweight Champion. He successfully defended the title against
Chessman in a
no disqualification match on the April 25 episode of
Fusion. Holliday began campaigning for the title to be officially recognized by MLW. On May 18, Holliday renewed his MLW contract to a multi-year deal. In November, Holliday participated in the
2020 Opera Cup tournament, defeating
TJP in the quarter-final, but lost to
Low Ki in the semi-final. On January 27, 2021, Holliday defeated Vega due to the intervention of referee
Tim Donaghy, beginning his first official reign after 382 days of illegally possessing the belt. He remained champion until
Battle Riot III, where he lost a defense to
King Muertes. On July 31, 2021, Holliday made his IWA-PR debut at the La Gran Amenaza event by defeating Mr. Big for the
IWA World Heavyweight Championship. On January 21, 2022 at
Blood & Thunder, Holliday and on-screen girlfriend
Alicia Atout attacked Hammerstone, thus dissolving The Dynasty and turning heel. After
Alex Kane retained his
MLW World Heavyweight Championship against
Matt Cardona at
One Shot, Holliday made his return to MLW and attacked Kane and in the process, aligned himself with World Titan Federation (WTF). His new manager Mister Saint Laurent then said that at Kings of Colliseum on January 6 2024, Holliday will challenge Kane for the MLW World Heavyweight Championship. ==Personal life==