Guest Stars Allison Tolman as Winzola "Winnie" McLendon Hamish Linklater as Jeb Magruder Chris Bauer as James McCord J.C. MacKenzie as Howard Hunt Martha Kelly as Rose Mary Woods Anne Dudek as Diana Oweiss Nat Faxon as Bob Haldeman John Carroll Lynch as Acting Director L. Patrick Gray Carlos Valdés as Agent Paul Magallanes Chris Messina as Agent Angelo Lano Kat Foster as Barbara Walters Patton Oswalt as Chuck Colson Nelson Franklin as Dick Moore Chris Conner as John Ehrlichman John Ventimiglia as Judge John Sirica Adam Ray as Ron Ziegler Vincent Di Paolo as Vito Reed Diamond as Mark Felt Johnny Berchtold as Jay Jennings Beth Hall as Helen Thomas Ahna O'Reilly as Gail Magruder Virginia Gardner as Sharon Beth Malone as Maria Co Starring Scott Michael Morgan as Bernard Barker Jordi Caballero as Eugenio Martinez Don DiPetta as Frank Sturgis Oscar Torre as Virgilio Gonzalez Forte Rodriguez as Marshall Edmund Korbin Marum as Raymond Liddy Angela Sprinkle as Tour Guide Pat Asanti as Grumpy Gus Aaron Goddard as Tom Snyder Ericka Kreutz as Frances Liddy Benjamin Mackey as Tom Liddy Michael Paul King as Mike Douglas Aubree Bowen as Other Parent River Drosche as James Liddy Amelia Gray as Feminist #1 Christopher Mychael Watson as Chubby Checker Kenneth Hodges as Robert Jordan Hendricks as Young Republican Dominic Daniel as Bernard Shaw Alan Heitz as Crew Cut & Glasses Lisa Carswell as Haldeman's Secretary Jay Jackson as Robert
