Guest Stars Jonathan Lemire as Himself Al Sharpton as Himself Katty Kay as Herself Lisa Rubin as Herself Richard Haass as Himself Chuck Rosenberg as Himself Sam Stein as Himself Steve Rattner as Himself Joyce Vance as Herself Dave Aronberg as Himself Danny Cevallos as Himself Andrew Weissmann as Himself Jen Psaki as Herself Yasmin Vossoughian as Herself (Yasmin Vassoughian) Mychael Schnell as Herself Tom Winter as Himself Blayne Alexander as Herself Nicholas Sarwark as Himself Jesse Kirsch as Himself Kingsley Ben-Adir as Himself Douglas Brinkley as Himself Ellison Barber as Herself Laurent Bili as Himself