Guest Stars Kevin Pollak as Moishe Maisel Caroline Aaron as Shirley Maisel Bailey De Young as Imogene Cleary Luke Kirby as Lenny Bruce Mary Testa as Drina Romanoff Co Starring Nunzio Pascale as Ethan Matteo Pascale as Ethan Matilda Szydagis as Zelda Cynthia Darlow as Mrs. Moskowitz Holly Curran as Penny Pann Jack O'Connell as Jerry Victor Verhaeghe as Antonio Mike Massimino as Officer Peluso Logan Riley Bruner as Lance Zurin Villanueva as Lill Brandon Salerno as Truman Caitlin Mehner as Honey Bruce Aime Donna Kelly as Janet Shaw Jeff Panzarella as Tony Jaz Goodreau Maret as Peter Cooper S. Lawrence as Kevin Sarah Grace Welbourn as Louella Randy Ramos Jr. as Guy in Audience Bebe Fischer as Frowning Lady Jon Wolfe Nelson as Draper Campbell Dunsmore as Model Barbara Kingsley as Screaming Woman John Cramer as John Meeks Nick Reynolds as Jimmy Rich Duva as Policeman Dee Hoty as Claire
