Guest Stars Timothy Omundson as Sean Potter Adrian Pasdar as ADA David McClaren Cheech Marin as Ignacio Messina Dave Rudy as Dr. Lloyd Katherine LaNasa as Atty. Yvonne Dunbar Jay R. Ferguson as Dr. Todd Hooper Mark Devine as Daniel Hawkins Jossara Jinaro as Courtney Messina Jon Polito as D.A. Gerald Abner Scott Klace as David Cook Lisa Edelstein as Sylvia Danforth Faran Tahir as Dr. Omidi Damon Shalit as Vern Boris Hamilton as Richard Tisha Frederick as Principal Anthony Turk as Mark James Smith as Steve Brooke Hamlin as Maddie Danforth Beth Malone as Kelly McClaren Kathleen Bailey as Samantha - Flash Dating Organizer Benjamin Bryan as James Danforth Joel Spence as Ted Thomas Crawford as Will Dan Sachoff as Troy