Guest Stars Alison Brie as Trudy Campbell Mark Moses as Herman "Duck" Phillips Peyton List as Jane Siegel Joel Murray as Fred Rumsen Melinda McGraw as Bobbie Barrett Rich Hutchman as Bud Campbell Gabriel Mann as Arthur Case Matt McKenzie as Crab Colson Alexandra Paul as Pauline Phillips Peter Jason as Len McKenzie Gina DeVivo as Patricia Phillips Edmund L. Shaff as Chester Rockingham Co Starring Kiernan Shipka as Sally Draper Aaron Hart as Robert Draper Julia Carpenter as Joyce Sarah Wright as Susie Jesse Henecke as Griz Patterson Darian Weiss as Mark Phillips Benjamin Seay as William Redd Greg Felden as Webb Miranda Lilley as Judy Campbell Jonathan Strait as Harold Wadro Kim Swennen as Marcy Patterson