Guest Stars Jonathan Lemire as Himself Al Sharpton as Himself (Rev. Al Sharpton) John Heilemann as Himself Eugene Robinson as Himself Richard Haass as Himself Donny Deutsch as Himself Steve Rattner as Himself Mara Gay as Herself Jennifer Palmieri as Herself Stephanie Ruhle as Herself Anand Giridharadas as Himself Jen Psaki as Herself Michael Beschloss as Himself Carlos Curbelo as Himself Chuck Schumer as Himself (Sen. Chuck Schumer) Mitch Landrieu as Himself Tim Kaine as Himself (Sen. Tim Kaine) John Chell as Himself (Chief John Chell) Nancy Pelosi as Herself Janet Yellen as Herself Pete Aguilar as Himself Elizabeth Carr as Herself Dick Gephardt as Himself
