Guest Stars Caroline Aaron as Shirley Maisel Joel Johnstone as Archie Cleary Brian Tarantina as Jackie David Paymer as Harry Drake Erin Darke as Mary Michael Countryman as Simon Co Starring Matteo Pascale as Ethan Nunzio Pascale as Ethan Andrew Polk as Fred Colby Minifie as Ginger Megan McGinnis as Loula Wakeema Hollis as Harriet Lilli Stein as Vivian Joanna Glushak as Mrs. O'Toole David Bluvband as Virgil Logan Riley Bruner as Lance Patrick O'Neill as Oz Brandon Salerno as Truman Melanie Minichino as Mama Jack Messina as Salvatore Ed Jewett as Brian Ben Gougeon as Ed Grieg Audrey Heffernan Meyer as Dog Woman Sarah Schenkkan as Milly Larry Wendorf as Louie Cristiano Adiutori as Papa Raleigh Shuck as Carie Ann Lindsay Brill as Lady Customer Susannah Perkins as Dora Lucy Sorlucco as Grandmama Kelsey Carthew as Greta James DiGiacomo as Luigi Sarah Baskin as Elsa James Rich as Albert Fred Applegate as Father O'Brien John Mondin as Mel Laurie Dawn as Sister Saint Stephen Tommy Beardmore as Curren Cleary Uncredited Adam Cohen as Abe's Student Dan Castiglione as Dancer Doris McCarthy as Coat Check Customer