Guest Stars Deirdre O'Connell as Gaby Aimée Laurence as Summer Lane Ali Ahn as Nicole Peter Friedman as Hank Armstrong Stephanie Hsu as Joy Adriane Lenox as Felicia Pickard Keir Dullea as Dr. Steven Meyer Sarita Choudhury as Lilith Asan Titus Makin, Jr. as Caleb Matthews William Popp as Harold Linus Co Starring Alexia Landeau as Tessa Bishop Amy Lynn Sheehan as Monica Chen Drachman as Meadow Michele McNally as Sharon Walker Angus O'Brien as Logan Dodd Federico Rodriguez as Julian Raja Burrows as Dee Darlene Dues as Paula Brian Faherty as Mark Fuller Renes Antonio Rivera as Small Saul Salma Shaw as Candace Derek Milman as Barry Klein Ted Koch as Man Nile Harris as Gavin Madeleine Grace Pace as Girl Robin Axline as Waitress