Recurring Guest Characters Molly Ringwald 1 guest appearances Tammy Duckworth 1 guest appearances Betty Who 1 guest appearances Ilhan Omar 1 guest appearances Rachel Platten 1 guest appearances David Alan Grier 1 guest appearances Jimmy Smits 1 guest appearances Margo Price 1 guest appearances Stacey Abrams 1 guest appearances TT the Artist 1 guest appearances Jewel 1 guest appearances Katie Porter 1 guest appearances Michael Lewis 1 guest appearances Mike Rubens 1 guest appearances Elizabeth Warren 1 guest appearances Kamala Harris 1 guest appearances MILCK 1 guest appearances Vanessa Carlton 1 guest appearances Ayanna Pressley 1 guest appearances Mike Brown 1 guest appearances ⇤ « 1 2 3 4 » ⇥