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James Edison "Jimmy" Darmody was an Atlantic City criminal. Jimmy is the son of one-time Atlantic City boss Commodore Louis Kaestner and showgirl Gillian Darmody. Gillian was just 13 when The Commodore raped her and her relationship with Jimmy was marred by her sexual abuse. Jimmy was raised by Gillian with support from The Commodore's lieutenant Nucky Thompson. Nucky eventually replaced The Commodore as the boss of the organization controlling Atlantic City. Nucky hoped Jimmy would one day be a highly placed official in his organization and sent him to Princeton to obtain a degree. While at Princeton Jimmy dated Angela Ianotti and she became pregnant with his son. He beat a teacher in defense of his visiting mother, and slept with her when both were drunk. Ashamed, he joined the US Army and served as a machine gunner during World War I. His son Tommy Darmody was born while he was fighting in the war. During his service in France his right leg was injured by shrapnel from a German grenade causing him to walk with a limp.
He returned to Atlantic City after recovering from his injuries and worked as a driver and bodyguard for Nucky. He was frustrated when offered an assistant clerk job and masterminded the Hammonton hijacking to prove his capabilities. He was forced to hide in Chicago for several months because of the murders committed in the hijacking. He eventually returned to Atlantic City to work as Nucky's chief enforcer. He reconciled with his father after Kaestner survived a poisoning attempt. The two seemingly succeeded in a plot to take back control of Atlantic City from Nucky during the second season. Nucky continued to retaliate and Jimmy's enemy Manny Horvitz murdered Angela. Grief stricken Jimmy turned against Gillian and then killed the Commodore when he tried to intervene. Jimmy attempted to reconcile with Nucky despite knowing that it was impossible. He was murdered by Nucky at the Atlantic City War Memorial in August 1921.