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 Nikki Landry as Roosevelt Nanny Jordyn McIntosh as Young Sasha Obama Story Walker as Young Malia Obama Paul Wilson as Richard Nixon Judy McDowell as Pat Nixon James J. Fuertes as Earl Miller Mitch Westphal as Secret Service Agent Narmar Hanna as Queen Alia Ben VanderMey as Secret Service Agent Gabriella Garcia as Stylist Irene Ziegler as Lou Hoover Derek Evans as White House 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 Sean Hankinson as Reporter Jo Firestone as Gwen Segal