Recurring Guest Characters Henry Louis Gates 1 guest appearances Keith Knight 1 guest appearances Jay Smooth 1 guest appearances Colin Quinn 1 guest appearances Alison Stewart 1 guest appearances Stephen Rannazzisi 1 guest appearances Calise Hawkins 1 guest appearances Jesse Ventura 1 guest appearances Edward Wyckoff Williams 1 guest appearances Aton Edwards 1 guest appearances Big Freedia 1 guest appearances Van Jones 1 guest appearances Tim Wise 1 guest appearances Jeffrey Wright 1 guest appearances Michelle Buteau 1 guest appearances Gilbert Gottfried 1 guest appearances Kristina Wong 1 guest appearances Sarah Silverman 1 guest appearances Laverne Cox 1 guest appearances Jamie Kilstein 1 guest appearances ⇤ « 1 2 3 4 » ⇥