The stable previously utilized masked henchmen dubbed "creepers" who, when the group was being portrayed as villainous, would join them in beatdowns and other disruptive acts.

Uno and Grayson previously teamed together as the Super Smash Brothers and were known primarily for their work in Chikara and Pro Wrestling Guerrilla (PWG).

[3] After Best Friends (Chuck Taylor and Trent) defeated Angélico and Jack Evans, Uno and Grayson appeared ringside after the lights went out, and attacked everyone alongside their masked henchmen (referred to as "creepers").

[7] On November 20, the first of a series of Dark Order vignettes began airing, and in doing so, introduced the spokesman for the stable,[8] who communicated to Alex Reynolds through a hotel television.

[12] During the following weeks, The Dark Order faced SoCal Uncensored[13][14][15] including a victory at Revolution, where Uno and Grayson defeated Kazarian and Scorpio Sky in a tag team match.

[16] On the March 18, 2020, episode of Dynamite, Mr. Brodie Lee made his AEW debut and was revealed as The Exalted One and the leader of The Dark Order, beating up Daniels and Kazarian.

[24] At All Out on September 5, Lee, Cabana, Evil Uno and Grayson were defeated by Matt Cardona, Scorpio Sky, Dustin Rhodes and Q. T. Marshall in an eight-man tag team match.

[29] The December 30 episode of AEW Dynamite, known as the "Brodie Lee Celebration of Life", featured Dark Order members winning every match.

[37] On the June 15, 2023, episode of ROH TV, where The Dark Order had been appearing most frequently in 2023, John Silver confirmed that Stu Grayson had left the group and joined a rival faction, The Righteous with Vinny Marseglia.

[39] On August 7, at an Oriental Wrestling Entertainment (OWE) show in Toronto, they defeated Strong Hearts (El Lindaman and T-Hawk).

[40] The next day, they appeared at a Progress Wrestling show in the same city, but were defeated by Aussie Open (Kyle Fletcher and Mark Davis), in a three-way match, also involving The Butcher and The Blade (Andy Williams and Pepper Parks).