Guest Stars Victor Verhaeghe as Ward Boss Fleming Robert Clohessy as Jim Neary Kevin O'Rourke as Mayor Edward Bader Greg Antonacci as Johnny Torrio Declan McTigue as Teddy Schroeder Josie Gallina as Emily Schroeder Dominic Chianese as Leander Cephas Whitlock Glenn Fleshler as George Remus Enid Graham as Rose Van Alden Bill Sage as Solomon Bishop Co Starring Connor Noon as Tommy Darmody Heather Lind as Katy William Hill as Ward Boss O'Neill Edward McGinty as Alderman Al Boyd Joseph Aniska as Agent Stan Sawicki Tracy Middendorf as Babette Rony Clanton as Langston John Keating as Ernie Moran Franklin Ojeda Smith as Deacon Lemuel Cuffy Joel Brady as Agent Clarkson Justiin A. Davis as Lester White Natalie Wachen as Lenore White Emily Tyra as Babette's dancer Kate Harpootlian as Dancer Kathryn Avery as Babette's dancer Marceline Hugot as Sister Bernice Matty Blake as State Trooper Ed Manley as John Wright Sarah Skogland as Dancer Leslie Flesner as Dancer John Bolton as Carl Switzer