Guest Stars Clea DuVall as Malvina "Tommy" Thompson Ellen Burstyn as Sara Delano Roosevelt Cailee Spaeny as Anna Eleanor Roosevelt Jackie Earle Haley as Louis McHenry Howe Judy Greer as Nancy Howe Kate Mulgrew as Susan Sher Rhys Wakefield as Dick Cheney Derek Cecil as Donald Rumsfeld Gloria Reuben as Valerie Jarrett Michael Aronov as Rahm Emanuel Co Starring Evan Parke as Secret Service Agent Allen Taylor Donna Lynne Champlin as Mel Winter Lancer Dean Shull as Steve Early Michael Shenefelt as James Roosevelt Erin Davie as Joyce Rumsfeld Maurice P. Kerry as Cassius Paul Wilson as Richard Nixon Jordyn McIntosh as Young Sasha Obama Story Walker as Young Malia Obama Nikki Landry as Roosevelt Nanny Judy McDowell as Pat Nixon James J. Fuertes as Earl Miller Irene Ziegler as Lou Hoover Gabriella Garcia as Stylist Mitch Westphal as Secret Service Agent Ben VanderMey as Secret Service Agent Narmar Hanna as Queen Alia Sean Hankinson as Reporter Beth Pilgreen as Reporter J. Benedict Larmore as John Anna Fontaine as Reporter Spencer Pflug as White House Reporter Meredith Payne as Hay-Adams Staffer Charles Eugene Bailey Jr. as White House Butler Regan Ciccarelli as Anna Roosevelt Dall Grace McLean as Debbie Winthrop Fady George Kerko as King Hussein Derek Evans as White House Reporter Jo Firestone as Gwen Segal