Guest Stars Jonathan Lemire as Himself Andrew Ross Sorkin as Himself Al Sharpton as Himself (Rev. Al Sharpton) John Heilemann as Himself Eugene Robinson as Himself Molly Jong-Fast as Herself Donny Deutsch as Himself Steve Rattner as Himself Mara Gay as Herself Jonathan Martin as Himself Stephanie Ruhle as Herself Lauren Leader as Herself Susan Page as Herself Michael S. Schmidt as Himself Walter Isaacson as Himself Jacob Soboroff as Himself Asawin Suebsaeng as Himself Will Leitch as Himself Errol Morris as Himself Lee Yaron as Herself Lael Brainard as Herself Dan Osborn as Himself Ron Stallworth as Himself Ruth Reichl as Herself Laura Gabbert as Herself
