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 Derek Cecil as Donald Rumsfeld Kate Mulgrew as Susan Sher 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 Story Walker as Young Malia Obama Nikki Landry as Roosevelt Nanny Paul Wilson as Richard Nixon Jordyn McIntosh as Young Sasha Obama Judy McDowell as Pat Nixon James J. Fuertes as Earl Miller Irene Ziegler as Lou Hoover Ben VanderMey as Secret Service Agent Narmar Hanna as Queen Alia Jo Firestone as Gwen Segal Fady George Kerko as King Hussein J. Benedict Larmore as John Mitch Westphal as Secret Service Agent Gabriella Garcia as Stylist Meredith Payne as Hay-Adams Staffer Charles Eugene Bailey Jr. as White House Butler Spencer Pflug as White House Reporter Anna Fontaine as Reporter Regan Ciccarelli as Anna Roosevelt Dall Grace McLean as Debbie Winthrop Beth Pilgreen as Reporter Sean Hankinson as Reporter Derek Evans as White House Reporter