Special Guest Stars Michael Rapaport as Leonard Amy Sedaris as Flora Jennifer Coolidge as Madame de Merde Guest Stars Yamaneika Saunders as Maya Sas Goldberg as Jess Laura Benanti as Jane Jones Arielle Siegel as Jen LaVar Walker as LaVar Kevin Kane as Matt Rosebud Baker as Meri Gary Gulman as Shlomo Lily Fisher as Young Ann Charlie Hall as Officer Beau Anjelah Johnson-Reyes as Kylie Mendes Co Starring D.C. Benny as Bart Wallace Emma Kantor as Young Jess Mia Jackson as Denisha Benjamin Jaffe as Ben Camiel Warren-Taylor as Young Maya Julia Tolchin as Young Jen Gabriel Turner as Vince Ivy Le as Little Girl on Scooter Leonel Severino as Bartender Chris Beetem as Simon