Guest Stars Ben Feldman as Fred Brooke D'Orsay as Deborah "Deb" Dobkins Reed Diamond as Chad Billmeyer Rebecca Field as Lucy Tyner Myndy Crist as Myndy Billmeyer Jason Giuliano as Guy Patrick McDonald as Bartender Michael Houston King as Owner Co Starring Vickie Eng as Judge Rita Mayson Matthew Atkinson as Kyle Nevins Anna Colwell as Sierra Wilcox Elizabeth Keener as Beth Terrence Gibney as Dr. Tucker Sandler Karan Kendrick as Myndy's Attorney