Guest Stars Aya Cash as Joan Simon Jake Lacy as Ron Rick Holmes as Fred Weaver Kelli Barrett as Liza Minnelli Paul Reiser as Cy Feuer Alexis Carra as Sherry Co Starring Blake Baumgartner as Nicole Fosse Paloma Garcia-Lee as Adrienne Justin Gazzillo as Young Bobby Ari Brand as Danny Peter Chursin as Christopher Chadman Julie Klausner as Cheryl Adrienne Lovette as Diniz Mylinda Hull as Pauline Anthony Rosenthal as Charlie Grass Bahiyah Hibah as Candy Brown Tessa Grady as Wendy Emma Caymares as Rebecca Ahmad Simmons as Ben Vereen Lindsay Nicole Chambers as Leland Palmer Andrew Pang as Pippin Stage Manager Tim Young as John Rubenstein David Healy as Payne Whitney Doctor Sergio King as Cashier April Ortiz as Nurse Peggy J. Scott as Irene Ryan Jimmy Brewer as Stephen Schwartz Nina Lafarga as Pam Bruce Winant as Eric Berry Tom O'Keefe as Roger Hirson