Guest Stars Anatol Yusef as Meyer Lansky Greg Antonacci as Johnny Torrio Michael Zegen as Benjamin "Benny" Siegel John Ellison Conlee as Commodore Louis Kaestner (Younger) Paul Calderón as Arquimedes "Archie" Ortiz Boris McGiver as Sheriff Jacob Lindsay Louis Cancelmi as Mike D'Angelo Travis Tope as Joe Harper Michael Countryman as Frank WIlson Maya Kazan as Madel Jeffries-Thompson Giampiero Judica as Salvatore Maranzano Marc Pickering as Deputy Sheriff Enoch "Nucky" Thompson Reg Rogers as Robert Hodge Co Starring Nicholas Calhoun as Sean Jordan Lage as Young Leander Whitlock Madeleine Rose Yen as Gillian Darmody (Younger) Natalie Paul as Beatrice Carson Ethan Herschenfeld as Pinky Rabinowitz Leighton Bryan as Talia Bindleman Wilbur Edwin Henry as Agent #2 Adam Scarimbolo as Morris Susan Kirby as Secretary Emma Berg as Girlfriend Jason Boyle as Danny Bernard Bygott as Agent #1 Ben Jeffrey as Agent #4 Peter Hourihan as Agent #3 Alexander Stine as Phelps