Guest Stars Kiernan Shipka as Sally Draper Mark Moses as Herman "Duck" Phillips Joel Murray as Fred Rumsen Crista Flanagan as Lois Sadler Laura Regan as Jennifer Crane Melinda McGraw as Bobbie Barrett Patrick Fischler as Jimmy Barrett Gabriel Mann as Arthur Case Missy Yager as Sarah Beth Denise Crosby as Gertie Paul Keeley as Elliot Lawrence Nat Faxon as Flatty Cameron Goodman as Tara Jan Hoag as Edith Schilling Steve Stapenhorst as Hunt Schilling