Guest Stars Jonathan Lemire as Himself Mike Barnicle as Himself Al Sharpton as Himself Andrew Ross Sorkin as Himself Lisa Rubin as Herself Richard Haass as Himself Donny Deutsch as Himself Molly Jong-Fast as Herself Chuck Rosenberg as Himself Vaughn Hillyard as Himself Danny Cevallos as Himself Barbara McQuade as Herself Andrew Weissmann as Himself Maggie McGrath as Herself Catherine A. Christian as Herself Huma Abedin as Herself John Fetterman as Himself Michael Tyler as Himself Darius Rucker as Himself Maria Teresa Kumar as Herself