Guest Stars John Heilemann as Himself Ali Vitali as Herself Claire McCaskill as Herself Steve Rattner as Himself Elise Jordan as Herself Mara Gay as Herself Jacqueline Alemany as Herself Dominic Chu as Himself Stephanie Ruhle as Herself Eugene Daniels as Himself Frank Holland as Himself Mike Allen as Himself Courtney Kube as Herself Jeh Johnson as Himself Chuck Schumer as Himself (Sen. Chuck Schumer) Jonathan Capehart as Himself Lisa McClain as Herself (Rep. Lisa McClain) Chris Van Hollen as Himself (Sen. Chris Van Hollen) Jenna Elfman as Herself Zahn McClarnon as Himself Debbie Dingell as Herself (Rep. Debbie Dingell)
