Guest Stars Alvina August as June Washington-Chen Nancy Robertson as Billie Haig Sutherland as Finny Arthur Keng as Teddy Washington-Chen Shannon DeVido as Emma Oscar Nuñez as Dean Rose Daniel Doheny as Russell Jackson Kelly as Bartow Williams-Stevens Anne Gee Byrd as Laurel Devereaux Jennifer Spence as Ashley Glynis Davies as Leslie Tom Bower as Henry Devereaux Sr. Alessandro Juliani as Gus Co Starring Ellen MacNevin as Rachel Dolores Drake as Jill Jason Sakaki as Lester Jacki Gunn as Jennifer Jilena Cori as Clara James Paladino as Eddie Ryan Egan as Car Salesman Chirag Naik as Waiter Nicholas Harrison as Zach Wayne Specht as Superstore Clerk