Guest Stars Mike Barnicle as Himself Ali Vitali as Herself Claire McCaskill as Herself Steve Rattner as Himself Chris Matthews as Himself Tom Rogers as Himself Julia Ainsley as Herself John Della Volpe as Himself Marc Caputo as Himself Kurt Andersen as Himself John Bresnahan as Himself Morgan Chesky as Himself Thomas Ricks as Himself Andrew Rannells as Himself Nick Kroll as Himself David Kessler as Himself (Dr. David Kessler) Phillips Payson O'Brien as Himself Suzy Welch as Herself Brian Crano as Himself David Joseph Craig as Himself
