Guest Stars Kevin Weisman as Ray Spiewack Peri Gilpin as Katherine Cooper Jeff Galfer as Dr. Quincy Berkstead Shanley Caswell as Dorie Willie McGinest as Himself Co Starring Tiffany Daniels as Receptionist Billy Ray Gallion as Ryder Scott Michael Morgan as Griggs Anna Claire Sneed as Sister #1 Troy Doherty as Alberto Thomas Kasp as Craig Aly Sykes as Drama Student #2 Alex Shimizu as Drama Student #1 Grace Julianna as Sister #2 Samantha Lubben as Mavis