On January 7, 2019, it was announced that Friedman was signed to All Elite Wrestling (AEW) for a five-year deal. He debuted as a heel at Double or Nothing as a part of the pre-show Casino Battle Royale for an AEW World Championship opportunity. He lasted until the final two, before being eliminated by Adam Page. Friedman went on to compete in a four-way match against Page, Jimmy Havoc and Jungle Boy at Fyter Fest in June, which Page also won. The following month at Fight for the Fallen, he teamed with Shawn Spears and Sammy Guevara to defeat Havoc, Darby Allin and Joey Janela in a six-man tag team match.