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 Molly Bernard Lauren Actor Delphina Belle Nicole Guest Star Phoebe Dynevor Clare Guest Star Christopher J. Hanke Deane Guest Star Jared Johnston Bar Employee Guest Star Jeté Laurence Bianca Guest Star Liam Obergfoll Ethan Guest Star Matthew Risch Joe Guest Star A.J. Shively Waiter Guest Star Jennifer Westfeldt Pauline Guest Star Mather Zickel Richard Guest Star Darren Star Executive Producer, Director