Recurring Guest Characters Gina McCarthy 2 guest appearances Clint Watts 2 guest appearances George Will 2 guest appearances Nancy MacLean 2 guest appearances Heidi Heitkamp 2 guest appearances Joe Walsh 2 guest appearances Piers Morgan 2 guest appearances Sarah Isgur 2 guest appearances Scott Galloway 2 guest appearances Jessica Tarlov 2 guest appearances Jane Ferguson 2 guest appearances Congressman 2 guest appearances John McCormack 1 guest appearances Marianne Williamson 1 guest appearances Roland Martin 1 guest appearances Josh Gad 1 guest appearances Joaquín Castro 1 guest appearances Wesley Clark 1 guest appearances Angus King 1 guest appearances Robert Costa 1 guest appearances ⇤ « 3 4 5 6 7 8 9 10 11 12 » ⇥