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 Rhys Wakefield as Dick Cheney Derek Cecil as Donald Rumsfeld 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 Cayden Boyd as Michael Ford Kelvin John Davis as Wilson Roosevelt Jerman Donna Lynne Champlin as Mel Winter Marc Hills as Jack Ford Eryn Rea as Gayle Ford John Connor as Radio Operator Bernadette Quigley as Esther Lape Judy Gold as Elizabeth Read Aya Cash as Shirley Liebowitz James J. Fuertes as Earl Miller Paprika Steen as Hortense Bloomer Roslyn Ruff as Marian Anderson Tywayne Wheatt as Nathaniel Pendleton Sr. Ahmad Ghafouri as Tuskegee Reporter 2 Erik Bello as Secret Service Agent Ronnie Jennifer Schottstaedt as Reporter Tom Key as Funeral Guest Andrew Fincham as Tuskegee Reporter 1 Luke Sanderford as White House Tour Guide Charlotte Townsend as Malia's Science Teacher Rosemarie Jacob Dickey as Tony Orlando LeeAnn Ross as Hadiya Pendleton Travon McEntyre as Alfred Anderson Peyton Jackson as Nathaniel Pendleton Jr. Jay DeVon Johnson as Philip Randolph Lateefah Holder as Cleopatra Pendleton Robert Bryan Davis as Sol Hurok Hope Brown as Walter Francis White Anthony M. Bertram as Mr. Ferrar Robert Frederick as Stump Speaker
