Guest Stars David Jolly as Himself Harry Litman as Himself Susanne Craig as Herself Mary B. McCord as Herself Basil Smikle as Himself Eddie Glaude as Himself Rick Stengel as Himself Donny Deutsch as Himself Jason Crow as Himself Jonathan Greenblatt as Himself Pete Buttigieg as Himself Tia Mitchell as Herself Andrea Bernstein as Herself