Guest Stars Mike Barnicle as Himself Eugene Robinson as Himself Ali Vitali as Herself Lisa Rubin as Herself Claire McCaskill as Herself Dave Aronberg as Himself David S. Rohde as Himself Michael Tomasky as Himself Walter Isaacson as Himself Hakeem Jeffries as Himself (Rep. Hakeem Jeffries) Bernie Rayno as Himself Kim Ghattas as Herself Nicholas Braun as Himself Kara Young as Herself Aftab Pureval as Himself (Mayor Aftab Pureval) Leo Williams as Himself (Mayor Leo Williams)