Zoe Kazan Elizabeth "Bess" Levin Actor Morgan Spector Herman Levin Actor Winona Ryder Evelyn Finkel Actor John Turturro Rabbi Lionel Bengelsdorf Actor Anthony Boyle Alvin Levin Actor Azhy Robertson Philip Levin Actor Caleb Malis Sandy Levin Actor David Krumholtz Monty Levin Actor Michael Kostroff Shepsie Tirschwell Actor Jacob Laval Seldon Wishnow Actor David Simon Executive Producer Ed Burns Executive Producer Nina Kostroff-Noble Executive Producer Megan Ellison Executive Producer Sue Naegle Executive Producer Susan Goldberg Executive Producer Joe Roth Executive Producer Jeff Kirschenbaum Executive Producer