Guest Stars Maren Heary as Dolly Holloway Frank Deal as Gary Levine Megan Sikora as Michelle Kessler Kimberly Quinn as Holly Faitelson Blythe Danner as Nancy Co Starring Ali Marsh as Blair Salz Quentin Mare as Adrian Salz Jordana Rose as Sadie Kessler Brian Keane as Dennis Faitelson Hannah Tinker as Connecticut Mother Kenneth Maharaj as Doorman Stu Richel as Jean's Stepfather Drew Foster as Magician Mike Troll Jr. as Catering Employee