Guest Stars Al Sharpton as Himself Andrew Ross Sorkin as Himself Lisa Rubin as Herself Donny Deutsch as Himself David Ignatius as Himself Chuck Rosenberg as Himself Jacqueline Alemany as Herself Charlie Sykes as Himself Elise Jordan as Herself Steve Rattner as Himself Vaughn Hillyard as Himself Ali Vitali as Herself Danny Cevallos as Himself Dave Aronberg as Himself Jon Meacham as Himself Edward Luce as Himself Sahil Kapur as Himself Lauren Leader as Herself Yasmin Vossoughian as Herself (Yasmin Vassoughian) Amanda Carpenter as Herself Chloe Melas as Herself Sarah Longwell as Herself Raphael Warnock as Himself Michael S. Schmidt as Himself Jean Becker as Herself Derek Manzello as Himself (Dr. Derek Manzello) Monica Medina as Herself Matthew Gewirtz as Himself (Rabbi Matthew Gewirtz)