Special Guest Stars John Slattery as Roger Sterling Guest Stars Robert Morse as Bertram Cooper Anne Dudek as Francine Hanson Crista Flanagan as Lois Sadler Andy Umberger as Dr. Arnold Wayne H. Richard Greene as Jim Hobart Nathan Anderson as Ronnie Gillridge Dey Young as Adele Hobart Co Starring Kiernan Shipka as Sally Draper Julie McNiven as Hildy Maxwell Huckabee as Robert Draper Stephanie Courtney as Marge Rick Scarry as Ross Beresford