Guest Stars Alison Brie as Trudy Campbell Mark Moses as Herman "Duck" Phillips Anne Dudek as Francine Hanson Joel Murray as Fred Rumsen Patrick Cavanaugh as Smitty Crista Flanagan as Lois Sadler Sarah Drew as Kitty Romano Gabriel Mann as Arthur Case Missy Yager as Sarah Beth Denise Crosby as Gertie Seamus Dever as Chuck Scott MacArthur as Jim Jennifer Siebel as Juanita Gerald Downey as Greg Harris David Bowe as Doctor Adams John Thaddeus as Driver Co Starring Kiernan Shipka as Sally Draper Deborah Lacey as Carla Julie McNiven as Hildy Aaron Hart as Robert Draper Edin Gali as Kurt Mark Kelly as Dale Norma Michaels as Older Woman Tess Alexandra Parker as Nurse Jeff Grace as Jones Michael C. Alexander as Delivery Man Frank Novak as Curtis