Guest Stars Tobias Segal as White Justin Bartha as TBD Co Starring Eric Jepson as Greg Scarlett Blum as Katie Jon Levine as Jewish Lawyer Megan Hayes as Pink-Faced Woman Dahlia Legault as Natalie Exie Booker as Lester Melissa Youngblood as Sheniqua Madison Hatfield as Paula Derek James Jones as Willy Kevin Pocasangre as Cruz Kyle Porter as Orientation Leader Joan Reilly as Hotel Employee Tyler Rainey as Black Jason Gus Allen as White Man in a Suit Jarren Mebane as Black Kid Jerome Beazer as Black Customer Mary Emily Deal as Sobbing Woman Ashlyn Stallings as White Barista Candi Vandizandi as Blonde Regie Cashaw as Black Lawyer Randall Taylor as Marshall's Boss