In Cuba, Nucky presses a U.S. senator on Prohibition's repeal and eyes a business deal with a rum magnate. Margaret witnesses a casualty of the Great Depression. Luciano makes a bold career move. Chalky catches a break to get out of a bad situation. In a flashback to 1884, a young Nucky makes an impression on the Commodore.
Back from Cuba after a dangerous encounter, Nucky pays a visit to a now-retired Johnny Torrio, who agrees to broker a meeting with the new 'Boss of Bosses,' Salvatore Maranzano. In Chicago, Eli and Van Alden are tasked by Al Capone's new right hand man, Mike D'Angelo, to recoup money lost during a federal raid by Eliot Ness. Fresh out of law school, Willie has a job interview. Rebuffed by a group of would-be financiers, Nucky dines with Tonino Sandrelli before sending a message to Lansky and Luciano. In 1884, a young Nucky deals with the death of his sister, Susan, while his father has a standoff with the Commodore.
Chalky returns to Atlantic City with vengeance on his mind. Concerned about the ongoing threat from Luciano, Nucky arranges a meeting with Maranzano in New York. In Chicago, Eli's reunion with June takes an unexpected turn after a dinner party hosted by Van Alden and Sigrid. Capone looks to relocate his operation out of Chicago; Margaret completes a deal with Carolyn Rothstein; Nucky gets some bad news from Cuba. In 1897, young Nucky looks to win over Mabel's father while asking for expanded responsibilities as deputy sheriff.
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