Guest Stars Clea DuVall as Malvina "Tommy" Thompson Cailee Spaeny as Anna Eleanor Roosevelt Ellen Burstyn as Sara Delano Roosevelt Kristine Frøseth as Young Betty Saniyya Sidney as Sasha Obama Lexi Underwood as Malia Obama Judy Greer as Nancy Howe Derek Cecil as Donald Rumsfeld Rhys Wakefield as Dick Cheney Rosalind Chao as Tina Tchen Michael Aronov as Rahm Emanuel Co Starring Evan Parke as Secret Service Agent Allen Taylor Ben Cook as Steven Ford Kelvin John Davis as Wilson Roosevelt Jerman Marc Hills as Jack Ford Donna Lynne Champlin as Mel Winter Eryn Rea as Gayle Ford Cayden Boyd as Michael Ford Judy Gold as Elizabeth Read John Connor as Radio Operator Bernadette Quigley as Esther Lape Aya Cash as Shirley Liebowitz Paprika Steen as Hortense Bloomer James J. Fuertes as Earl Miller Jacob Dickey as Tony Orlando Roslyn Ruff as Marian Anderson Jennifer Schottstaedt as Reporter LeeAnn Ross as Hadiya Pendleton Erik Bello as Secret Service Agent Ronnie Tywayne Wheatt as Nathaniel Pendleton Sr. Andrew Fincham as Tuskegee Reporter 1 Ahmad Ghafouri as Tuskegee Reporter 2 Luke Sanderford as White House Tour Guide Charlotte Townsend as Malia's Science Teacher Rosemarie Travon McEntyre as Alfred Anderson Tom Key as Funeral Guest Peyton Jackson as Nathaniel Pendleton Jr. Jay DeVon Johnson as Philip Randolph Hope Brown as Walter Francis White Lateefah Holder as Cleopatra Pendleton Robert Bryan Davis as Sol Hurok Anthony M. Bertram as Mr. Ferrar Robert Frederick as Stump Speaker
