Guest Stars Kevin Pollak as Moishe Maisel Caroline Aaron as Shirley Maisel Joel Johnstone as Archie Cleary Bailey De Young as Imogene Cleary Brian Tarantina as Jackie Erin Darke as Mary Wallace Shawn as Herb Smith Co Starring Nunzio Pascale as Ethan Matteo Pascale as Ethan Matilda Szydagis as Zelda Holly Curran as Penny Pann Peggy J. Scott as Verla Jack O'Connell as Jerry Wakeema Hollis as Harriet Lilli Stein as Vivian Joanna Glushak as Mrs. O'Toole Frank Ridley as Sal Phillip James Brannon as Customer Erin West as Affluent Woman #2 Dillon Geyselaers as Heckler Mike Rosengarten as Banjo Player Noah Gaynor as Arnie Ethan Lipton as Ethan Carter Allison Rogers as Affluent Woman #1 Carly Zien as Young Housewife Elizabeth Loyacano as Woman in Chair Brian Berrebbi as Ronny Kara Jackson as Mrs. Stapleton Jeremiah Wiggins as Mr. Stanyon Dave T. Koenig as Darren Zac Jaffee as Passerby