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 Kate Mulgrew as Susan Sher Rhys Wakefield as Dick Cheney 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 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 Wyatt Hunt as Franklin Delano Roosevelt Jr. Tristan Borders as John Roosevelt Kathleen Garrett as Laura Bush Mark Moses as George W. Bush Boris McGiver as Morley Safer Vivien Lyra Blair as Little Eleanor Roosevelt Chelsea Hayes as East Room Aide Eric Esquer as Day Drinker Tiffany Denise Hobbs as Amy Sherald Chuck Cooper as Martin Luther King Sr. Zane Stephens as Elliot Roosevelt Martha King as Rumsfeld Secretary John Patrick Connor as Radio Operator Tordy Clark as Martha Bulloch Roosevelt Susan Macke Miller as Congressional Club President