Guest Stars Caroline Aaron as Shirley Maisel Luke Kirby as Lenny Bruce Will Brill as Noah Weissman Justine Lupe as Astrid Weissman Zachary Levi as Benjamin Ettenberg Brandon Uranowitz as Buzz Goldberg Danny Burstein as Sewell Bryan Batt as Dr. Stone Laura Osnes as Lizzie Bobby Steggert as Phipps Co Starring Andrew Polk as Fred Peggy J. Scott as Verla Connor Ratliff as Chester Joanna Glushak as Mrs. O'Toole Jill Abramovitz as Stevie Barbara Mailey as Goldie Jacob Kemp as Samuel Arielle Goldman as Eliana Cheryl Stern as Ida Christopher Manning as Kent Allison Strong as Talia Goldstein Lauren Blumenfeld as Gabi Joseph LaRocca as Howie John Weigand as Mel Lee Wilkof as Melvin Rick Crom as Jerome Stephanie Rothenberg as Ruthie Peter Linari as Zundee Ben Graney as Robbie Annie Meisels as Operator Misha Brooks as Bellhop #1 Tony Macht as Bellhop #2 Chara Kirkland as Cocktail Waitress Armand Reiser as Kitter
