Recurring Guest Characters Adam Schiff 3 guest appearances Tristan Harris 3 guest appearances Michael Eric Dyson 3 guest appearances Dan Savage 3 guest appearances Erick Erickson 3 guest appearances Van Jones 3 guest appearances Anthony Scaramucci 3 guest appearances Eric Holder 3 guest appearances Bari Weiss 3 guest appearances Katie Porter 3 guest appearances Andrew Yang 3 guest appearances Kara Swisher 3 guest appearances Caitlin Flanagan 3 guest appearances Baratunde Thurston 2 guest appearances Carly Fiorina 2 guest appearances Wes Moore 2 guest appearances David Miliband 2 guest appearances Cornel West 2 guest appearances Rula Jebreal 2 guest appearances Jeremy Scahill 2 guest appearances ⇤ « 1 2 3 4 5 6 7 8 9 10 » ⇥