Guest Stars Mark Moses as Herman "Duck" Phillips Peyton List as Jane Siegel Joel Murray as Fred Rumsen Talia Balsam as Mona Sterling Patrick Fischler as Jimmy Barrett Gabriel Mann as Arthur Case Missy Yager as Sarah Beth Co Starring Kiernan Shipka as Sally Draper Deborah Lacey as Carla Julie McNiven as Hildy Aaron Hart as Robert Draper La Monde Byrd as Hollis Angelo Tsarouchas as Bouncer Joeanna Sayler as Woman