Recurring Guest Characters Scott Jennings 3 guest appearances Mary Trump 3 guest appearances Evan Perez 3 guest appearances Jamie Gangel 3 guest appearances Anthony Scaramucci 3 guest appearances Jena Griswold 3 guest appearances John Podesta 3 guest appearances Bill Gates 3 guest appearances Dan Rather 2 guest appearances Michael Caputo 2 guest appearances Max Boot 2 guest appearances Bernie Sanders 2 guest appearances Gov. Mike DeWine 2 guest appearances Val Demings 2 guest appearances Leon Panetta 2 guest appearances Cornel West 2 guest appearances Sen. Chris Murphy 2 guest appearances Michael Osterholm 2 guest appearances Sara Murray 2 guest appearances Jeremy Diamond 2 guest appearances ⇤ « 1 2 3 4 5 6 7 8 9 10 » ⇥