Guest Stars Matilda Szydagis as Zelda Bailey De Young as Imogene Cleary Brian Tarantina as Jackie Stephanie Hsu as Mei LeRoy McClain as Shy Baldwin Max Casella as Michael Kessler Sterling K. Brown as Reggie Madeleine Martin as Madeline Devon Bostick as Alan Steven Maier as Ezra Michael Gaston as Judge Wagaman Paul Adelstein as Oscar Lehman Co Starring Matteo Pascale as Ethan Nunzio Pascale as Ethan Reggie Talley as Billy Peggy J. Scott as Verla Harvey Morris as Slim Todd Cerveris as Liev Lehman Adrian Alvarado as Carlos Peter Maloney as John Phil Nee as Mysterious Man Philip Hoffman as Leslie Nunberg Aspen Waddell as Isabelle Jaden Waldman as Mendel Noah LaPook as Fridge Beatnik Brad Greer as Landry Nancy Anderson as Helena Rubinstein Instructor Haylee Roderick as Woman Behind Imogene Amy Stiller as Mrs. Fulber Damien Brett as Mr. Curtis Gordana Rashovich as Helda Bill Massof as Court Clerk Alan Barnes Netherton as Joseph Peter O'Hara as Lawyer Jo Yang as Mysterious Woman