Guest Stars Matilda Szydagis as Zelda Bailey De Young as Imogene Cleary Reid Scott as Gordon Ford Chris Eigeman as Gabe Jason Alexander as Asher Friedman James Monroe Iglehart as Charlie Veanne Cox as Corinne Santino Fontana as Boise Brandon Uranowitz as Buzz Goldberg Jill Abramovitz as Stevie Saul Rubinek as Pauly Auerbach Peter Gerety as Clifford James Ciccone as Monsignor Ricci Damon Daunno as J.J. Maddie Corman as Nancy Co Starring Nunzio Pascale as Ethan Matteo Pascale as Ethan Avigayil Rosenblatt as Esther Emunah Rosenblatt as Esther Gregory Jones as Wolford Band Member Andy Stein as Wolford Band Member Clark Gayton as Wolford Band Member Jon Kellso as Wolford Band Member Kirsten Wyatt as Mitzi Stewart Cutler as Wolford Band Member Allison Guinn as Bunny Rich Pagano as Wolford Band Member Aaron Heick as Wolford Band Member Connor Ratliff as Chester Jillian Schmitz as Philomena Raven Bowens as Tilly Nancy Cantine as Trixie Barbara Miluski as Edie Rosie Cheeks as Sapphira Tony Scherr as Gaslight Guitar Duo Steve Kenyon as Gaslight Ocarina Trio Tereasa Payne as Gaslight Ocarina Trio Lydia Kornegay-Baez as Backstage Dancer David Weiss as Gaslight Ocarina Trio Lynda Rodolitz as Older Woman Behind Them Jesse Weil as Josiah Joshua Turchin as Akiva Bergman Billy Van Zandt as Groucho Marx Eli Trichon as Guy in Crowd David Rosenberg as David Ben Nasan Deb Radloff as Akiva's Mom Philip L. Sherman as Aliyah Man Bruce Winant as Myron Stuart Zagnit as Rabbi Huebsche Teddy Thompson as Gaslight Guitar Duo Andrew Kaempfer as Another Guy in Crowd Lauren Schaffel as Amelia Kevin Loreque as Gerald