Guest Stars Matilda Szydagis as Zelda Joel Johnstone as Archie Cleary Luke Kirby as Lenny Bruce Cynthia Darlow as Mrs. Moskowitz Stephanie Hsu as Mei Jason Ralph as Mike Carr Will Brill as Noah Weissman Justine Lupe as Astrid Weissman Gideon Glick as Alfie Alexander Gemignani as Janusz Peter Friedman as George Nina Arianda as Hedy Alexandra Socha as Adult Esther Jim Lau as Mei's Father Gibson Frazier as Dr. Elie Klein Co Starring Colin Keane as Ethan Sedona Carvajal as Esther Ireland Carvajal as Esther Gregory Jones as Wolford Band Member Andy Stein as Wolford Band Member Jon Kellso as Wolford Band Member Clark Gayton as Wolford Band Member Stewart Cutler as Wolford Band Member Peggy J. Scott as Verla Andrew Polk as Fred Matthew Jeffers as Russell Erica Mansfield as Tawny Coira Stephanie Lee as Button Club Waitress Seaton Smith as Willie Kevin Bartini as Billy Jones Maggie Weston as Woman Justice Moore as Wolford Dancer Sam I. Nackman as Lonny Charlie Pillow as Wolford Band Member Onie Maceo Watlington as Mike Carr's Kid Sarah Juliet Shaw as Wolford Dancer Caroline Kane as Wolford Dancer Luke Carlos O'Reilly as Wolford Band Member Daniel Freedman as Wolford Band Member Lorenzo Wolff as Button Club Band Marvin Sewell as Button Club Band Carter McLean as Button Club Band Alexander Michael Thayer as Mike Carr's Kid Dee Tomasetta as Button Club Waitress Booker Vance as Button Club Band Leader Aubree Brown Nelson as Wolford Dancer Angelica Ubiera as Girl Jillian Schmitz as Wolford Dancer Jimmy Wong as Big Guy Jonathan Lee as Big Guy Grant Koo as Parlor Patron Jim Ng as Parlor Patron Gabriel Myers as Button Club Band Emily Tung as Parlor Patron Chris Brennan as Guy Jourdan Epstein as Wolford Dancer Dayne Board as Wolford Dancer Gabriel Aprea as Man Candyce Adkins as Gate Agent Callan Barry as Mike Carr's Kid Rosie Cheeks as Wolford Dancer Ivory Fox as Wolford Dancer Alexi Irvine as Wolford Dancer Joli Irvine as Wolford Dancer Ariel Ash as Wolford Dancer