Guest Stars Brett Cullen as Nathan Ingram Molly Price as Elizabeth Whitaker Ritchie Coster as IRS Danny Mastrogiorgio as Derek Whitaker Valentina de Angelis as Theresa Whitaker Randall Newsome as Alderman Remy Auberjonois as Jimmy Calhoun Co Starring Al Sapienza as Raymond Terney Anthony Mangano as Detective Kane John Hillner as Businessman Leigh Zimmerman as Sasha Michael Medeiros as Solnick Conor Romero as Deacon Page Fred Arsenault as Winston