Guest Stars Jonathan Lemire as Himself Andrew Ross Sorkin as Himself Lisa Rubin as Herself Richard Haass as Himself Jennifer Palmieri as Herself Eugene Robinson as Himself Molly Jong-Fast as Herself Chuck Rosenberg as Himself Jacqueline Alemany as Herself Charlie Sykes as Himself Jim VandeHei as Himself Kathy Hochul as Herself Nancy Pelosi as Herself Rahm Emanuel as Himself Miles Taylor as Himself Sharon Malone as Herself (Dr. Sharon Malone)