Guest Stars Mike Barnicle as Himself Katty Kay as Herself Andrew Ross Sorkin as Himself Lisa Rubin as Herself John Heilemann as Himself Chuck Rosenberg as Himself Claire McCaskill as Herself Sam Stein as Himself Joyce Vance as Herself Ali Vitali as Herself Jim Messina as Himself Dr. Vin Gupta as Himself Michael Bennet as Himself Scott Galloway as Himself Michael Stuhlbarg as Himself Will Keen as Himself Rupert Goold as Himself Reza Pahlavi as Himself Dana Mattioli as Herself