Special Guest Stars George Michael as Himself Guest Stars Ajay Mehta as Dr. Sanjay Rajapaksa Brooke Nevin as Molly Foster Bill Smitrovich as Judge Oliver Doyle Jim Rash as Bradley Kitsis Mary-Pat Green as Judge Joyce Abramovich Clare Carey as Sadie Abrams Ethan Phillips as Principal Ackerman David Burke as Alvin Berg Charlie Hofheimer as Scott Miller Co Starring David Trice as Bald Doctor Bonnie Burroughs as Hope Foster Lisa Long as Judge Stella Tate Sathya Jesudasson as Female Indian Doctor Dan Kinsella as Cocky Surgeon Philip Friedman as Older Doctor