Guest Stars Caroline Aaron as Shirley Maisel Will Brill as Noah Weissman Justine Lupe as Astrid Weissman Zachary Levi as Benjamin Ettenberg Brandon Uranowitz as Buzz Goldberg David Aaron Baker as Charles Connelly Nolan Gerard Funk as Josh Co Starring Connor Ratliff as Chester Jill Abramovitz as Stevie Karl Miller as Devlin Jacob Kemp as Samuel Barbara Mailey as Goldie Laura Dreyfuss as Deecy James Lloyd Reynolds as Martin Cummings Ariana Venturi as Alya Feinberg Ian Gallagher Fitzgerald as Around the World Dancer Molly Brown as Leah David Lavine as Dr. Fleischer Allison Winn as Pearl Keith Herron as Lester Ester Steinberg as Sally Addie Weyrich as Laura Jake Silbermann as Marv Ethan Dubin as Oliver William Geary as Around the World Dancer Bentley Black as Around the World Dancer Christopher Babcock as Around the World Dancer Brad Heller as Phil Foster Morgan Quinn as Around the World Dancer Taylor James Rosenberger as Around the World Dancer Amanda Mitchell as Around the World Dancer
