Guest Stars Clea DuVall as Malvina "Tommy" Thompson Jayme Lawson as Young Michelle Cailee Spaeny as Anna Eleanor Roosevelt Michael Potts as Fraser Robinson Lexi Underwood as Malia Obama Saniyya Sidney as Sasha Obama Rosalind Chao as Tina Tchen Kate Burton as Hillary Clinton Co Starring Evan Parke as Secret Service Agent Allen Taylor Ben Cook as Steven Ford Donna Lynne Champlin as Mel Winter Cayden Boyd as Michael Ford Marc Hills as Jack Ford Kelvin John Davis as Wilson Roosevelt Jerman Eryn Rea as Gayle Ford Judy Gold as Elizabeth Read Bernadette Quigley as Esther Lape John Connor as Radio Operator Patrice Johnson as Clara Powell Lauren Halperin as Receptionist Joe Chrest as Dr. Pursch Hannah Aslesen as Reporter 2 (LB Naval Hospital) Caitlin O'Connell as Meri Bell John Newberg as Dr. Cruse Dennis Friebe as Reporter 3 (LB Naval Hospital) Emily Paige Hogan as Reporter 1 (LB Naval Hospital) Larry Herring as Secret Service Agent Bruce Coley Campany as Jenny William Gregory Lee as General Suehyla El-Attar as Nurse Brandon Fox as Radio Producer Kathryn Licata as West Wing Staffer