Guest Stars Dr. Jonathan Reiner as Himself Ron Brownstein as Himself David Axelrod as Himself John Avlon as Himself Laura Coates as Herself Jeffrey Toobin as Himself Kirsten Powers as Herself Nia-Malika Henderson as Herself Gloria Borger as Herself Jaime Harrison as Himself Manu Raju as Himself Ryan Nobles as Himself Chris Van Hollen as Himself (Sen. Chris Van Hollen) Matt K. Lewis as Himself (Matt Lewis)