Guest Stars Ashley Gerasimovich as Jane Hadley Delany as Lilly Pamela Adlon as Pamela Bobby Cannavale as Chris Elisabeth Hower as Trisha Stephanie Berry as Principal Meghan Rafferty as Parent #2 Katy Grenfell as Parent #3 Laurine Towler as Parent #1 Jay Russell as Jay Josh Akin as Young Man Nancy Shayne as Nancy Tatsuya Rivera as Serge