Guest Stars Jonathan Lemire as Himself Mike Barnicle as Himself Al Sharpton as Himself John Heilemann as Himself Claire McCaskill as Herself Jacqueline Alemany as Herself Vaughn Hillyard as Himself Chris Matthews as Himself Adrienne Elrod as Herself Dave Aronberg as Himself Andrew Weissmann as Himself Steve Kornacki as Himself Yasmin Vossoughian as Herself (Yasmin Vassoughian) Jim Messina as Himself Chloe Melas as Herself Mitch Landrieu as Himself James Pindell as Himself Joe Klein as Himself