Jon Hamm Don Draper Actor John Slattery Roger Sterling Actor Rich Sommer Harry Crane Actor Bryan Batt Salvatore Romano Actor Vincent Kartheiser Pete Campbell Actor Christina Hendricks Joan Holloway Actor January Jones Betty Draper Actor Elisabeth Moss Peggy Olson Actor Rosemarie DeWitt Midge Daniels Actor Maggie Siff Rachel Menken Actor Aaron Staton Ken Cosgrove Actor Michael Gladis Paul Kinsey Actor Robert Morse Bertram Cooper Actor Darby Stanchfield Helen Bishop Actor Anne Dudek Francine Hanson Actor Mark Moses Herman "Duck" Phillips Guest Star Colin Hanks Father John Gill Guest Star Ryan McPartlin Gentleman Guest Star Alison Brie Trudy Campbell Guest Star Myra Turley Katherine Olson Guest Star Crista Flanagan Lois Sadler Guest Star Charles Shaughnessy Saint John Powell Guest Star David Doty Dr. Aldrich Guest Star Beverly Leech Marie Guest Star Patti Tippo Mrs. Conyers Guest Star Kiernan Shipka Sally Draper Guest Star Aaron Hart Robert Draper Guest Star Julie McNiven Hildy Guest Star Deborah Lacey Carla Guest Star Brandon Hayes Alec Martin Guest Star Joe Roseto Bartender Guest Star Christopher Stanley Actor Jessica Paré Actor Jay R. Ferguson Actor Ben Feldman Actor Jared Harris Actor Matthew Weiner Director Kater Gordon Writer Scott Hornbacher Producer Andre Jacquemetton Producer Maria Jacquemetton Producer