Guest Stars Jack Huston as Richard Harrow Anatol Yusef as Meyer Lansky Greg Antonacci as Johnny Torrio Peter McRobbie as Supervisor Frederick Elliot Erik Weiner as Agent Eric Sebso Max Casella as Leo D'Alessio Lisa Joyce as Mary Dittrich Dana Ivey as Mrs. McGarry Josiah Early as Robert Dittrich Co Starring Connor Noon as Tommy Darmody Brady Noon as Tommy Darmody Josie Gallina as Emily Schroeder Lucy Gallina as Emily Schroeder Declan McTigue as Teddy Schroeder Rory McTigue as Teddy Schroeder Kevin O'Rourke as Mayor Edward Bader Robert Clohessy as Alderman Jim Neary William Hill as Alderman George O'Neill Adam Mucci as Deputy Halloran Joseph Caniano as Jake Guzik Peter Claymore as Grey-Haired Man Al Linea as Matteo D'Allessio John Rue as Mayor Harry Bacharach Virginia Kull as Nan Britton Tracy Sallows as Katheryn Bader Nicholas Julius as Gino Susan Wands as Mrs. O'Neil David Schallip as Wendell Matthew Schallip as Wendell Chris Cenatiempo as Bouncer Fiana Toibin as Mrs. Neary Eric Lenox Abrams as Jerome Louis Vanaria as Lucien D'Alessio Maggie Steele as Odette Rachel Rusch as Torrio's date Dan Sklar as Rabbi Eliezer Meyer as Rabbi Elli Eric Brent Zutty as Guzik's Son
