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Jimmy is the son of Atlantic City political boss Commodore Louis Kaestner (Dabney Coleman) and showgirl Gillian Darmody (Gretchen Mol). His mother was only 13 at the time of his birth, while his father was 54.
Angela Darmody (Aleksa Palladino) is a main character in Seasons 1–2. She is Jimmy's wife and the mother of his young son. In 1916, Angela is an artistic painter student at Princeton University who starts a romance with Jimmy Darmody. One day, she meets his mother Gillian and then witnesses Jimmy beat up Professor Noel Pearson because he ...
He has numerous children, including eldest son Willie. He is based on Alf Johnson. Aleksa Palladino as Angela Darmody (seasons 1–2) – Jimmy's wife and the mother of his young son. Michael Stuhlbarg as Arnold Rothstein (seasons 1–4) [8] – a powerful New York City gangster and multimillionaire who does business with Nucky.
Gillian Darmody: Jimmy's mother, Angela's mother-in-law, Tommy's paternal grandmother and an acquaintance of Nucky's. Grey-Haired Man: Arnold Rothstein's assistant and bodyguard. Harlan: An African-American shoeshiner at the Ritz Carlton in Atlantic City who is also a member of the black community and connected to Deacon Cuffy.
Jimmy is effused with praise from Torrio for organizing the ambush, which angers Capone and leads him and Jimmy to trade insults over Jimmy's weak nerves and Capone lies about his service. Capone later visits Jimmy and gifts him a package of steaks; the two men make up and Capone admits his fear over how Sonny's disability will affect his future.
Gretchen Mol as Gillian Darmody, Jimmy's mother, Angela's mother-in-law and Tommy's grandmother who has a past history with Nucky. Adam Mucci as Deputy Halloran, Eli's second-in-command officer secretly wanting to be sheriff. Erik Weiner as Agent Sebso, Van Alden's FBI partner and second-in-command.
Eli congratulates Nucky's protege and WW1 veteran James "Jimmy" Darmody (Michael Pitt) when he returns home to Atlantic City in December 1919 after the war is over. They also Jimmy's wife Angela (Aleksa Palladino) and reunite with his mother Gillian Darmody (Gretchen Mol).
Nucky helped raise Jimmy Darmody (Michael Pitt), the Commodore's son with Gillian, and pulled strings to get him into Princeton University. He is disappointed when Jimmy drops out to enlist in World War I, but still gives him a job as his personal driver after the war ends.