Special Guest Stars Jeannie Berlin as Ruth Heidelbaum Guest Stars Jonno Davies as Tobias Henry Hunter Hall as Cheeks Johnson Annie Hägg as Young Ruth Ebony Obsidian as Carol Lockhart Zack Schor as Young Meyer James Le Gros as Chief Harry Grimsby Caleb Emery as Arthur "Bootyhole" McGuigan Kenneth Tigar as Heinz Richter Jason Kravits as Rabbi Grossman Victor Williams as Detective Kennedy Groton Tramell Tillman as Detective Sommers Izabella Miko as Helen Hirsch Leigh Ann Larkin as Lottie Simpson Veronika Nowag-Jones as Gretel Fischer Gordon Winarick as Dennis Duncan Co Starring Cassidy Layton as Chava Apfelbaum James Rutledge as Edward / Butler Danny Doherty as Meyer's Driver Judy Rosenblatt as Mrs. Schlosstein Allison Wick as Chess Board Prisoner #8 Audrey Bennett as Trinity Simpson Manny Galan as Hell Devils Leader Kyle Leibovitch as Chess Board Prisoner #14 Zack Segel as Surly Waiter David Sitler as King Lear Man Logan Crawford as News Anchor #2 Inna Yesilevskaya as Wailing Woman John Basedow as News Anchor #1 Sophia Gonzalez as Little Girl in Toy Shop Alison Maddren as Chess Board Prisoner #12 Chloe Ava Bryan as Girl in Laundromat Ryan Welsh as Chess Board Prisoner #15 Mick Diflo as Skeezy Man Anna Podolak as Angry Woman Richard Ruskin as Chess Board Prisoner #6 Brandon Elia as Rookie Cop Holly Grum as Chess Board Knight Ari Tomais as Chess Board Bishop Markus McClain as Chess Board Prisoner #2 Lesley Noyes as Chess Board Prisoner #3 Sara Tepper as Chess Board Prisoner #13 Paul Grossman as Chess Board Prisoner #4 Riley Galt as Chess Board Prisoner #9 Frank Bal as Terry T. Ryder Smith as Ulysses F. O'Harrison Tracie Higgins as Judy Brown Karen Chmielnicki as Chess Board Prisoner #5 Bill Timoney as Congresman Marshall Vince Eisenson as Chess Board Prisoner #1 Joshua Alscher as Chess Board Prisoner #11 Musto Pelinkovicci as Rebbe Apfelbaum Jaxon Bartok as Sawyer Simpson Max MacKenzie as Markus Roth Calvin Knie as Young Heinz Richter Stephen Pilkington as Carl Hirsch Jack Sochet as Chess Board Prisoner #7 Julianna Pitt as Chess Board Prisoner #10 Andrew Rogers as Joe Brown Marc Schottner as Nazi Administrator Jeremy Lanuti as Biff Jr. Ava Eisenson as Lost Woman Brandon Engman as Teen Clerk Stephen D'Ambrose as Nasa Suit #1
