Sutton Foster Liza Miller Actor Debi Mazar Maggie Actor Miriam Shor Diana Trout Actor Nico Tortorella Josh Actor Peter Hermann Charles Actor Hilary Duff Kelsey Peters Actor Andrea Angiolillo Tony Guest Star Kate Avallone Woman 4 Guest Star Molly Bernard Lauren Actor Alison Cimmet Woman 3 Guest Star Maddie Corman Julia Guest Star Phoebe Dynevor Clare Guest Star Chris Holliday Woman 1 Guest Star Swati Kapila Cece Jones Guest Star Aasif Mandvi Jay Mallick Guest Star Nancy Nagrant Lindy Guest Star Liam Obergfoll Ethan Guest Star Alysia Reiner Louise Guest Star Grant Shaud Bob Guest Star Jodi Stevens Woman 2 Guest Star Angie Torres Woman at Nest Guest Star Jennifer Westfeldt Pauline Guest Star Mather Zickel Richard Guest Star Darren Star Executive Producer, Director