Guest Stars Andrew Weissmann as Himself Tim Miller as Himself Basil Smikle as Himself Timothy J. Heaphy as Himself Carol Leonnig as Herself Matthew Dowd as Himself Maya Wiley as Herself Michael McFaul as Himself Katie Phang as Herself Ayman Mohyeldin as Himself (Guest Host) Steve Kornacki as Himself Dan Reed as Himself