With his then-girlfriend Maria Kanellis, he worked as part of "The Kingdom" stable, winning the ROH World Tag Team Championship with Matt Taven.
[9] On October 3, 2004, at the New England Wrestling Association's Return to Exile show, Bennett was part of a battle royal in which the final two competitors would face each other for the vacant NEWA Heavyweight Championship.
[19][20] The following day, Team ROH advanced to the semifinals with a win over The Extreme Trio (Jerry Lynn, Tommy Dreamer and Too Cold Scorpio).
He spent the next several months wrestling against competitors including Frankie Arion, Pat Masters, and Fergal Devitt, before taking a four-year hiatus from NECW.
Bennett continued on a winning streak, defeating Joe Chece, Spike Dudley, D. C. Drake, and on June 23, he competed in the 2006 Kowalski Cup.
[14] At the 2010 Kowalski Cup Tournament, Bennett defeated TRP Interstate Champion Guy Alexander in a non-title match, provoking a feud between the two.
[40] After attending a tryout camp in March 2010, which he heard about through announcer Kevin Kelly, Bennett appeared at the Ring of Honor Wrestling television tapings in July and August.
[8][7] In his next appearance he lost to Roderick Strong on September 10, but earned his first ROH victory at Tag Title Classic II on December 17, when he defeated Colt Cabana.
[41][42] On the December 6 episode of Ring of Honor Wrestling, Bennett and his manager "Brutal" Bob Evans appeared in the crowd to watch a match between the ROH World Television Champion Eddie Edwards and Christopher Daniels.
[46][47] At the 9th Anniversary Show pay-per-view, Bennett pinned Corino to win a four-corner survival match, also involving Kyle O'Reilly and Grizzly Redwood.
[49] As a result of his victory in the 'Top Prospect Tournament', Bennett earned a match for the ROH World Television Championship against Christopher Daniels at Defy or Deny on March 18.
[49][51] Bennett received another shot at the ROH World Television Championship on October 1, but the title match with Jay Lethal ended in a fifteen-minute time limit draw.
Bennett was accompanied by his real-life girlfriend Maria Kanellis for the match, in which he was the final man eliminated, allowing Lethal to retain the championship.
[53] At the January 7, 2012, tapings of Ring of Honor Wrestling, Bennett unsuccessfully challenged Lethal for the World Television Championship in a No Time Limit match.
[60] At the June 23, 2013, tapings of Ring of Honor Wrestling, Bennett teased leaving ROH, before turning on Evans and announcing that "The Prodigy is dead".
[63] That same night, Bennett's first round ROH World Championship tournament match ended without a winner, when his opponent B. J. Whitmer was legitimately injured after a piledriver on the ring apron.
[70] On September 18, 2015, at All Star Extravaganza VII, Bennett and Taven won the ROH World Tag Team Championship by defeating The Addiction (Christopher Daniels and Frankie Kazarian) and The Young Bucks (Matt and Nick Jackson) in a three-way match.
[77] Bennett and Taven returned to NJPW on April 5, 2015, at Invasion Attack 2015, where they defeated Bullet Club (Doc Gallows and Karl Anderson) to win the IWGP Tag Team Championship.
[78][79] On July 5 at Dominion 7.5 in Osaka-jo Hall, The Kingdom lost the IWGP Tag Team Championship back to Bullet Club in their first defense.
[80] Bennett and Taven returned to NJPW in November to take part in the 2015 World Tag League, where they finished with a record of two wins and four losses, failing to advance from their block.
On the August 25 episode of Impact Wrestling, Bennett won a battle royal by eliminating Eddie Edwards and Moose to earn a title match against Lashley for the World Heavyweight Championship.
[110] During the storyline, Kanellis won the WWE 24/7 Championship, his first-ever title in the company, but Maria ordered him later in the show to lay on his back and let the referee count to three as she became the 24/7 Champion.
[113] Kanellis returned from hiatus on the February 14, 2020 episode of 205 Live, teaming with Tony Nese to defeat Ariya Daivari and The Brian Kendrick, turning face in the process.
On September 15, 2020, he faced Nick Aldis for the NWA World Heavyweight Championship United Wrestling Network Prime Time LIVE!
On November 21, 2020, Bennett made an appearance on Ring of Honor Wrestling television helping his former Kingdom partner Matt Taven fight off Vinny Marseglia and Bateman.
At Hard To Kill, on January 8, 2022, Bennett made his return to TNA, now known as Impact Wrestling, appeared along with Maria, Matt Taven, PCO, and Vincent, attacking Eddie Edwards, Rich Swann, Willie Mack, Heath and Rhino.
At Supercard of Honor in March 2023, The Kingdom completed in a "Reach for the Sky" ladder match for the vacant ROH World Tag Team Championship, which was won by the Lucha Brothers.
At Worlds End later that month, they revealed their identities, forming a new stable, the "Undisputed Kingdom", alongside Adam Cole, Roderick Strong, and Wardlow.
[122] On August 17 episode of Collision, Bennett and Taven lost their ROH World Tag Team Championships to Dustin Rhodes and Sammy Guevara.
[124] Bennett and Taven, as the Undisputed Kingdom, made their return to NJPW for the first time since 2015 on November 8, 2024 at Fighting Spirit Unleashed, where they were defeated by Shingo Takagi and Yota Tsuji.