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 Saniyya Sidney as Sasha Obama Lexi Underwood as Malia Obama Judy Greer as Nancy Howe Rhys Wakefield as Dick Cheney Derek Cecil as Donald Rumsfeld Rosalind Chao as Tina Tchen Co Starring Evan Parke as Secret Service Agent Allen Taylor Jana Allen as Missy LeHand Wes Jetton as Activist 3 Caitlyn Mclaughlin as Malia's School Friend 5 Cory Scott Allen as Secret Service Agent Austin Morgan Petersen as First Lady's Executive Assistant Kelley Pereira as ERA Telethon Caller 2 Mimi Kelley as Malia's School Friend 4 Matthew Sean Blumm as Special Agent Richard Keiser Zoe Browning as Malia's School Friend 2 Solina Galo as Malia's School Friend 3 Madison Hatfield as ERA Telethon Caller 3 Alexandria Benford as ERA Telethon Caller 1 Jia Patel as Malia's School Friend 6 Madison Alsobrook as Malia's School Friend 1 Amber Erwin as Housekeeper Jill Ginsberg as Decorator Brenna Palughi as Jill Ruckelshaus Alan Wells as J. Edgar Hoover Jenna Kanell as Activist 1 Bill Winkler as Secret Service Agent Opal Alladin as Robin Roberts Jason Jamal Ligon as Activist 2
