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Organizations/Groups I think the Payday heisters would be in.
Duke would definitely be a Kingsman agent. Im listing this first cause its what inspired the whole post. Dallas and Houston would be Statesman agents. Hoxton would be considered for Kingsman because of Aldstone, but whether or not he makes it in is up in the air.
Jacket would be buddies with the Unholy Trinity from GTA or part of the Creeps from RUINER.
This isn't like. An official group but I think Wolf and Joy would be survivors in Generation Zero.
Wick would be a Dark Brotherhood assassin when the Brotherhood was in its prime (Oblivion Era)
Jimmy is a citizen of the New Sheoth in Shivering Isles on the side of Mania.
I could see Bonnie as a crewmember aboard the Black Pearl.
More to come, feel free to add on :0