Special Guest Stars John Slattery as Roger Sterling Guest Stars Alison Brie as Trudy Campbell Anne Dudek as Francine Hanson Rosemarie DeWitt as Midge Daniels Jay Paulson as Adam Whitman Jim Abele as Jack Konig Andy Hoff as Charlie Fiddich Co Starring Kiernan Shipka as Sally Draper Alexa Alemanni as Allison Maxwell Huckabee as Robert Draper