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 Joel Murray Fred Rumsen Guest Star Talia Balsam Mona Sterling Guest Star Gabriel Mann Arthur Case Guest Star Patrick Fischler Jimmy Barrett Guest Star Peyton List Jane Siegel Guest Star Missy Yager Sarah Beth Carson Guest Star Kiernan Shipka Sally Draper Guest Star Aaron Hart Robert Draper Guest Star Julie McNiven Hildy Guest Star Deborah Lacey Carla Guest Star La Monde Byrd Hollis Guest Star Angelo Tsarouchas Bouncer Guest Star Joeanna Sayler Woman Guest Star Matthew Weiner Executive Producer, Writer Andre Jacquemetton Writer Maria Jacquemetton Writer Michael Uppendahl Director