International Wrestling Syndicate (2005–2010) Stupefied made his debut in the Canadian wrestling promotion
International Wrestling Syndicate (IWS). He quickly found a tag team partner in
Player Uno as the
Super Smash Brothers. The team found success as they soon won the IWS Tag Team Championship. He remained with the promotion until it folded on October 9, 2010.
Chikara (2007–2010) Stupefied debuted in
Chikara in 2007 as one half of the Super Smash Bros., for the November triple-shot weekend. Stupefied was brought back for King of Trios, and became a regular wrestler at the fed. The tag team became a fan favorite, however, they had trouble picking up wins. In August 2008 after Stupefied had repackaged himself as Player Dos, the Super Smash Bros. began a winning streak which would peak on September 21, 2008, during Chikara's debut in the Midwest, when the Super Smash Bros. ended the record-breaking reign of Incoherence (
Delirious and
Hallowicked), becoming the 4th Chikara
Campeones de Parejas. On October 24, 2010, Player Dos teamed with Player Uno and wrestled to date his last Chikara match with
BDK members
Sara Del Rey and
Daizee Haze in a losing effort.
Ring of Honor (2009–2010) On April 18, 2009, Dionne made his
Ring of Honor debut as a replacement for the injured
El Generico, under the ring name Generico Dos, in a six-man tag team match where he,
Kevin Steen and
Kenny Omega were defeated by
Austin Aries,
Rhett Titus and
Kenny King. On July 25 in Toronto, Ontario, at
Death Before Dishonor VII Night 2 they scored an upset victory over former
ROH World Tag Team Champions Kevin Steen and El Generico. On the November 9 episode of
Ring of Honor Wrestling on
HDNet, Dos and Uno debuted on the show in a return match, where they were defeated by Steen and Generico. On ROH Epic Encounter III Dos wrestled Kevin Steen in a losing effort. He had teamed with Uno on several HDNet episode wrestling teams like
The American Wolves and
The Kings of Wrestling. Since the Summer of 2010, Dos has not appeared in the company since.
Dragon Gate USA (2012) On January 28, 2012, the Super Smash Bros. made their debut for
Dragon Gate USA, defeating The Scene (Caleb Konley and Scott Reed) in a tag team match. The following day, they picked up another win over the D.U.F. (
Arik Cannon and Pinkie Sanchez), after which Uno asked for a shot at the
Open the United Gate Championship. The Super Smash Bros.' win streak ended on November 2, when they were defeated by
Genki Horiguchi and
Ryo Saito in an Open the United Gate Championship number one contenders' match.
Pro Wrestling Guerrilla (2011–2013, 2019) (left in mask) and Stu Dos performing their signature in-ring pose On September 10, 2011, Stupefied debuted in
Pro Wrestling Guerrilla (PWG) as a member of the Super Smash Bros. with Player Uno. In their debut match, they faced the RockNES Monsters (Johnny Goodtime and Johnny Yuma), a tag team with a similar video game-themed gimmick, in a losing effort. The Super Smash Bros. returned on December 10, 2011, this time losing a match against the
American Wolves (
Davey Richards and
Eddie Edwards). The Super Smash Bros. picked up their first win in PWG on March 17, 2012, by defeating former two-time
PWG World Tag Team Champions,
The Young Bucks (Matt and Nick Jackson), and the RockNES Monsters in a three-way match. On April 21, the Super Smash Bros. defeated The Young Bucks in the opening round, Future Shock (
Adam Cole and
Kyle O'Reilly) in the semifinal, and 2 Husky Black Guys (
El Generico and
Willie Mack) in the final round to win the
2012 Dynamite Duumvirate Tag Team Title Tournament and become number one contenders to the
PWG World Tag Team Championship. On May 25, the Super Smash Bros. defeated The Young Bucks in a No Disqualification match to win the vacant PWG World Tag Team Championship. The Super Smash Bros. made their first successful title defense on July 21 at
Threemendous III, PWG's nine-year anniversary event, where they defeated Future Shock and The Young Bucks in a three-way
ladder match. On December 1 at
Mystery Vortex, the Super Smash Bros. made their second successful World Tag Team Championship defense against the RockNES Monsters. Later that same event, they were defeated by the Dojo Bros (Eddie Edwards and
Roderick Strong) in a non-title match. On January 12, 2013, the Super Smash Bros. lost the World Tag Team Championship to the Unbreakable F'n Machines (
Brian Cage and
Michael Elgin) in the opening round of the
2013 Dynamite Duumvirate Tag Team Title Tournament.
All Elite Wrestling (2019–2024) Stu Grayson and
Evil Uno made their surprise debut as
The Dark Order at
AEW Double or Nothing on May 25, 2019, appearing at the conclusion of the match between
Best Friends and
Angélico and Jack Evans. After the match was over, the lights went out and when they came back on, Grayson and Uno were in the ring. The lights went out a second time and when they came back on, masked henchmen surrounded the ring. The Order then attacked all four men. After the attack, the lights went out again and they disappeared. On May 2, 2022, it was announced that Grayson's contract had expired, as both sides had failed to reach an agreement for a re-signing. On October 14 episode of Rampage, Stu made a cameo in a backstage segment with the Dark Order stating that they couldn't come to his country (Canada) without him making an appearance. He was re-signed and returned on the March 15, 2023, episode of Dynamite. On April 1, 2024, it was reported that Grayson had been released from AEW, ending his second tenure with the company.
Independent circuit (2025–present) Following his AEW departure, Grayson returned to the Canadian independent scene competing for promotions like North Shore Pro Wrestling, Victory Ring and Mystery Wrestling. On May 10, 2025, Grayson appeared at
Maple Leaf Pro Wrestling (MLP)'s
Northern Rising event, challenging
Thom Latimer for the
NWA World's Heavyweight Championship in a losing effort. On March 28, 2026 at MLP's
Uprising event, due to lineal champion
Josh Alexander having to undergo knee surgery, Grayson won a gauntlet eliminator match to become the
interim MLP Canadian Champion. ==Professional wrestling style and persona==