Gregory wrestled for 2CW on November 21st. He competed in a Three Way against Nick Ando and Jason Axe. Nick Ando would win to retain his title.
Gregory wrestled with the Juggerdog mask on.
On November 22nd, Gregory teamed up with fellow Handicapped Heroes partner, Zach Gowen to defeat Team Espana. Following the match, the Insane Clown Posse put Iron & Gowen Over.
On November 23rd, at SMASH Wrestling's "Accepted", Johnny Gargano made Gregory Iron tap to the GargaNo Escape.
At the last show at Turners Hall on November 28th, AIW presented "Hell On Earth IX".
It was the League of Justice (Dick Justice, Colin Delaney, Cheech and Bobby Beverly) VS The Iron Curtain (Gregory Iron, Benjamin Boone, Jerry and Rhino, who was a surprise partner).
The League of Justice won when Iron started bullying and slapping Rhino, insisting that he Gore Dick. Rhino did use the Gore, but on Iron instead.
At AAW's "Windy City Classic IX" on November 29th, Gregory Iron announced any moron can fill the shoes of Dick Justice, because he was his lackey.
Iron went on to introduce the former Moondog Bernard, now cleaned up and known as Mr. Bernard, into The Iron Curtain.
Dick Justice came to the ring informing Iron that next month, Dick and Cabana will face Iron and Boone. The curtain jump Dick Justice when Faith attacks him from behind.