Jay Mohr Gary Actor Paula Marshall Allison Actor Jaime King Vanessa Actor Ryan Malgarini Tom Actor Kathryn Newton Louise Brooks Actor Al Madrigal Dennis Lopez Actor Ed Begley Jr. Dr. Walter Krandall Actor Kathleen Rose Perkins Joan Plummer Guest Star Grifon Aldren Ira Guest Star Martin Mull Charlie Guest Star Ashley Farley Danielle Guest Star Charles Henry Wyson Parker Flood Guest Star Jane Curtin Connie Guest Star Rob Riggle Mitch Guest Star Cerina Vincent Miss St. James Guest Star Spencer Garrett Edward Guest Star Max Gail Jack Guest Star Ryan Hartwig Classmate Guest Star Christopher Birt Stuart Guest Star Kenneth Moskow Bill Guest Star Ed Yeager Executive Producer, Writer Ric Swartzlander Executive Producer, Writer James Burrows Executive Producer, Director Ira Ungerleider Writer Susan McMartin Writer Bill Daly Writer Julie Bean Writer Mark Gross Writer Ed Brown Writer Barry Langer Writer Matt Goldman Writer Mark Jordan Legan Writer Rob DesHotel Writer Janae Bakken Writer Scott Parkin Writer Mitch Hunter Writer Terry Mulroy Writer