Guest Stars Yamaneika Saunders as Maya Sas Goldberg as Jess Arielle Siegel as Jen LaVar Walker as LaVar Charlie Hall as Officer Beau Cole Escola as Cole Maria Dizzia as Dr. Morris Jasper McGruder as Mr. Douyon Colin Quinn as Therapist Tim Meadows as Therapist Beanie Feldstein as Therapist Tami Sagher as Therapist Derek Gaines as Gallery Snob Jes Tom as Morgan Max Jenkins as Angelo Co Starring D.C. Benny as Bart Wallace Erika Robel as Alice Wallace Aodhan Lane as Young John Gladys Pérez as Receptionist Wyatt Cirbus as School Kid Frank Rocco Randazzo as Miles Oliver Stern as Skyler