Guest Stars Nicky Whelan as Charlie Freda Foh Shen as Judge Leslie Hong Jacqueline Obradors as Glenna Sproik Buck Henry as Judge Henry Dinsdale Adam Lieberman as Josh Hughes Lance Barber as Teddy Lazlow Andy Umberger as Mike Dixon Alison Haislip as Mandy Aaron Hill as Zach Harvin Doug Simpson as Mr. Bracca Sam Hennings as Hugh King Randy Johnson as Himself Jay Tarses as Judge Christopher Regal Karen Bankhead as Judge Sarah Bruno Matt D'Elia as Trent "Wiz" Wisniewski Jenny Phagan as Michelle Duffy Co Starring Gregory Smith as Coach Kasso David Ashley as Police Officer