Guest Stars Jonathan Lemire as Himself Mike Barnicle as Himself John Heilemann as Himself Katty Kay as Herself Claire McCaskill as Herself Donny Deutsch as Himself Steve Rattner as Himself Adrienne Elrod as Herself Jen Psaki as Herself Eddie Glaude as Himself Jim Messina as Himself Chris Murphy as Himself (Sen. Chris Murphy) Ben Wikler as Himself Mark McKinnon as Himself George Packer as Himself Mandana Dayani as Herself Billy Crystal as Himself Bill Maher as Himself Julio Vaqueiro as Himself Shennell Barnes-McCloud as Herself
