Guest Stars Abby Phillip as Herself Angela Rye as Herself Gloria Borger as Herself David Axelrod as Himself Jennifer Granholm as Herself Van Jones as Himself Nia-Malika Henderson as Herself Harry Enten as Himself John King as Himself Chris Cillizza as Himself Scott Jennings as Himself Karen Finney as Herself Dr. Leana Wen as Herself Jeff Zeleny as Himself Paul Begala as Himself Arlette Saenz as Herself Ron Brownstein as Himself Kirsten Powers as Herself Terry McAuliffe as Himself Jeremy Diamond as Himself MJ Lee as Herself Ryan Lizza as Himself