Recurring Guest Characters Tim Miller 6 guest appearances Guest Host 5 guest appearances Temidayo Aganga-Williams 5 guest appearances Sarah Longwell 5 guest appearances Ben Rhodes 5 guest appearances Elie Mystal 5 guest appearances Cornell Belcher 5 guest appearances Rachel Maddow 5 guest appearances Catherine Christian 5 guest appearances Olivia Nuzzi 5 guest appearances Claire McCaskill 4 guest appearances Bernie Sanders 4 guest appearances Guest Host 4 guest appearances Jasmine Crockett 4 guest appearances Danya Perry 4 guest appearances Jennifer Palmieri 4 guest appearances Adam Serwer 4 guest appearances Amanda Carpenter 4 guest appearances LaDoris Cordell 4 guest appearances Sahil Kapur 4 guest appearances ⇤ « 1 2 3 4 5 6 7 8 9 10 » ⇥