Guest Stars Alvina August as June Washington-Chen Haig Sutherland as Finny Shannon DeVido as Emma Nancy Robertson as Billie Arthur Keng as Teddy Washington-Chen 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 Tom Bower as Henry Devereaux Sr. Glynis Davies as Leslie Alessandro Juliani as Gus Co Starring Ellen MacNevin as Rachel Dolores Drake as Jill Jacki Gunn as Jennifer Jason Sakaki as Lester Jilena Cori as Clara James Paladino as Eddie Nicholas Harrison as Zach Ryan Egan as Car Salesman Chirag Naik as Waiter Wayne Specht as Superstore Clerk