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 Derek Cecil as Donald Rumsfeld Rhys Wakefield as Dick Cheney Kate Mulgrew as Susan Sher 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 Tom Galantich as Michael Riordan Raphael Luce as Young James Roosevelt Judy McDowell as Pat Nixon Wyatt Hunt as Franklin Delano Roosevelt Jr. Tristan Borders as John Roosevelt Jordyn McIntosh as Young Sasha Obama Max Ragone as Elliot Roosevelt Jr. Story Walker as Young Malia Obama Paul Wilson as Richard Nixon Olivia Cannon as Young Anna Roosevelt Mark Moses as George W. Bush Vivien Lyra Blair as Little Eleanor Roosevelt Boris McGiver as Morley Safer Chelsea Hayes as East Room Aide Kathleen Garrett as Laura Bush Tiffany Denise Hobbs as Amy Sherald Eric Esquer as Day Drinker Zane Stephens as Elliot Roosevelt Chuck Cooper as Martin Luther King Sr. John Patrick Connor as Radio Operator Martha King as Rumsfeld Secretary Tordy Clark as Martha Bulloch Roosevelt Susan Macke Miller as Congressional Club President