Guest Stars Charlie Cox as Owen Slater Anatol Yusef as Meyer Lansky Rory McTigue as Teddy Schroeder Lucy Gallina as Emily Schroeder Robert Clohessy as Jim Neary Eric LaRay Harvey as Dunn Purnsley Julianne Nicholson as Esther Randolph Glenn Fleshler as George Remus William Forsythe as Manny Horvitz Nick Sandow as Waxey Gordon Ted Rooney as John McGarrigle Co Starring Heather Lind as Katy Adam Mucci as Deputy Halloran Jacqueline Pennewill as Lillian Kevin Henderson as Dr. Carl Surran Nisi Sturgis as June Thompson Brandon Zumsteg as Brian Thompson Curt Bouril as Clifford Lathrop Charlie Plummer as Michael Thompson Amy Warren as Pauleen Joel Hatch as Dr Edward Holt Peter Bradbury as Food Rege Lewis as Travis Elkins Matthew Broadley as Patrick Thompson Terence Winter as Radio commentator Brittney Lee Hamilton as Redhead at radio broadcast Justin Swain as Patrick Tim Dolan as Western Union Messenger Spencer Aste as Customs official #2 Scott Burik as Alfred Gordetsky Richardson Desil as Franklin Michael Halsey as Bill Neilan Laine Rettmer as Brunette at radio broadcast Ivan Sandomire as Man at butcher shop Edwin J. McDonough as Priest Daniel O'Shea as IRA leader Angus Hepburn as Daniel Fitzgerald Christopher McCann as Mortician Samuel Ray Gates as Head Chef Isaiah Stokes as Louis Lee Summers as Otis