Guest Stars Clea DuVall as Malvina "Tommy" Thompson Jayme Lawson as Young Michelle Ellen Burstyn as Sara Delano Roosevelt Michael Potts as Fraser Robinson Jackie Earle Haley as Louis McHenry Howe Kate Mulgrew as Susan Sher Rhys Wakefield as Dick Cheney Derek Cecil as Donald Rumsfeld Co Starring Evan Parke as Secret Service Agent Allen Taylor Donna Lynne Champlin as Mel Winter Kelvin John Davis as Wilson Roosevelt Jerman Darius Ledbetter as Craig Robinson Lancer Dean Shull as Steve Early Michael Shenefelt as James Roosevelt Jeremy Bobb as Theodore Roosevelt Raphael Luce as Young James Roosevelt Tom Galantich as Michael Riordan Paul Wilson as Richard Nixon Story Walker as Young Malia Obama Max Ragone as Elliot Roosevelt Jr. Jordyn McIntosh as Young Sasha Obama Olivia Cannon as Young Anna Roosevelt Judy McDowell as Pat Nixon Wyatt Hunt as Franklin Delano Roosevelt Jr. Tristan Borders as John Roosevelt Boris McGiver as Morley Safer Mark Moses as George W. Bush Vivien Lyra Blair as Little Eleanor Roosevelt Chelsea Hayes as East Room Aide Eric Esquer as Day Drinker Tiffany Denise Hobbs as Amy Sherald Kathleen Garrett as Laura Bush Zane Stephens as Elliot Roosevelt Chuck Cooper as Martin Luther King Sr. Tordy Clark as Martha Bulloch Roosevelt John Patrick Connor as Radio Operator Martha King as Rumsfeld Secretary Susan Macke Miller as Congressional Club President