Guest Stars Clea DuVall as Malvina "Tommy" Thompson Cailee Spaeny as Anna Eleanor Roosevelt Ellen Burstyn as Sara Delano Roosevelt Jackie Earle Haley as Louis McHenry Howe Kate Mulgrew as Susan Sher Judy Greer as Nancy Howe Derek Cecil as Donald Rumsfeld Rhys Wakefield as Dick Cheney 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 Nikki Landry as Roosevelt Nanny Story Walker as Young Malia Obama Jordyn McIntosh as Young Sasha Obama Paul Wilson as Richard Nixon Judy McDowell as Pat Nixon James J. Fuertes as Earl Miller Narmar Hanna as Queen Alia Gabriella Garcia as Stylist Irene Ziegler as Lou Hoover Ben VanderMey as Secret Service Agent Mitch Westphal as Secret Service Agent Beth Pilgreen as Reporter Meredith Payne as Hay-Adams Staffer Anna Fontaine as Reporter J. Benedict Larmore as John Charles Eugene Bailey Jr. as White House Butler Spencer Pflug as White House Reporter Regan Ciccarelli as Anna Roosevelt Dall Grace McLean as Debbie Winthrop Fady George Kerko as King Hussein Sean Hankinson as Reporter Derek Evans as White House Reporter Jo Firestone as Gwen Segal