Guest Stars Jefferson Mays as Dr. Carl Rudnick Susie Essman as Counselor Arlene Heller Michelle Hurst as Housekeeper Sharon Washington as Judge Marilyn Haynes Sandy Duncan as Judge Virginia Farrell Judith Delgado as Katrine Kearns Emily Bergl as Judith Briggs Robert Vaughn as Walter Briggs Marcia Cross as Charmaine Briggs Mercedes Ruehl as Lucia Barba Kate Jennings Grant as Judge Marian Adams Susan Pourfar as Delilah Briggs Jennifer Van Dyck as Dr. Brenda Tedroe Anne Betancourt as Catalina Diaz Steven Shaw as Frederick Worth Co Starring Jason Bowen as Devon Wallace Drew Grant as Reporter #2 Chris Harnick as Reporter #1 Uncredited Steve Zirnkilton voices Opening Narration