Special Guest Stars Rosie O'Donnell as Judge Madeline Summers Guest Stars Ben Feldman as Fred Brooke D'Orsay as Deborah "Deb" Dobkins Ron Clinton Smith as Richie Sagansky Mark Wilson as Attorney Steve Browers Chuck Woolery as Dream Judge / Host Gabriel Olds as Simon Dewey / Jake Garner Robert Herrick as Ken Hall Steven Barnes as Gary Monroe Dekori Trevon Robinson as Michael Mason Co Starring Gregory Alan Williams as Judge Warren Libby Melissa Ponzio as Selette Garner Charlotte Haynes Hazzard as Angie Mason Caroline McKinley as Dr. Lois Farrar
