Guest Stars Robert Morse as Bertram Cooper Alison Brie as Trudy Campbell Ryan Cutrona as Gene Hofstadt Darby Stanchfield as Helen Bishop Channing Chase as Dorothy "Dot" Campbell Rich Hutchman as Bud Campbell Eric Ladin as William Hofstadt Megan Henning as Judy Hofstadt Aloma Wright as Viola Co Starring Kiernan Shipka as Sally Draper Alexa Alemanni as Allison Deborah Lacey as Carla Julie McNiven as Hildy Aaron Hart as Robert Draper Marten Holden Weiner as Glen Bishop La Monde Byrd as Hollis Darcy Shean as Gloria Massey Donielle Artese as Sheila White