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 Patrick McDonald as Bartender Jason Giuliano as Guy Michael Houston King as Owner Co Starring Vickie Eng as Judge Rita Mayson Anna Colwell as Sierra Wilcox Matthew Atkinson as Kyle Nevins Elizabeth Keener as Beth Terrence Gibney as Dr. Tucker Sandler Karan Kendrick as Myndy's Attorney