Recurring Guest Characters James Blake 1 guest appearances Xiuhtezcatl Martinez 1 guest appearances Lake Bell 1 guest appearances Zac Posen 1 guest appearances Maria Sharapova 1 guest appearances Chuck D 1 guest appearances Tom Morello 1 guest appearances Jill Soloway 1 guest appearances Gucci Mane 1 guest appearances Ellen Pao 1 guest appearances Kathryn Miles 1 guest appearances Craig Robinson 1 guest appearances Robin Thede 1 guest appearances John Hodgman 1 guest appearances Miles Teller 1 guest appearances Jason Hall 1 guest appearances Margo Price 1 guest appearances Khizr Khan 1 guest appearances Kenneth Branagh 1 guest appearances Jeff Flake 1 guest appearances ⇤ « 11 12 13 14 15 16 17 18 19 20 » ⇥