It was announced in February 2019 that Sonny Kiss had signed with All Elite Wrestling (AEW). At AEW's inaugural pay-per-view event Double or Nothing on May 25, Kiss competed in the 21-man Casino Battle Royale, but was eliminated by Tommy Dreamer. At Fight for the Fallen on July 13, Kiss defeated Peter Avalon. In March 2020, Kiss formed a tag team with Joey Janela. At Fight for the Fallen on July 15, Kiss challenged Cody for the AEW TNT Championship, but lost. At the All Out event on September 5, Kiss participated in the Casino Battle Royale, but was eliminated by Brian Cage. In October, Kiss competed in a tournament to determine the number one contender for the AEW World Championship, but was eliminated in the first round by Kenny Omega. Throughout 2020 and 2021, Kiss often managed Joey Janela on AEW Dynamite against opponents Lance Archer, “Hangman” Adam Page, Chris Jericho, and Kenny Omega, to which Janela was unsuccessful.