Guest Stars Lisa Rubin as Herself Timothy J. Heaphy as Himself Alicia Menendez as Herself (Guest Host) Harry Litman as Himself Susanne Craig as Herself Claire McCaskill as Herself Basil Smikle as Himself Molly Jong-Fast as Herself Carol Leonnig as Herself Maya Wiley as Herself Zoe Lofgren as Herself Katie Benner as Herself Pete Buttigieg as Himself David Noriega as Himself Jacob Ward as Himself