Jon Hamm Don Draper Actor John Slattery Roger Sterling Actor Vincent Kartheiser Pete Campbell Actor January Jones Betty Draper Actor Christina Hendricks Joan Holloway Actor Elisabeth Moss Peggy Olson Actor Robert Morse Bertram Cooper Actor Rich Sommer Harry Crane Actor Aaron Staton Ken Cosgrove Actor Kiernan Shipka Sally Draper Actor Christopher Stanley Henry Francis Actor Jessica Paré Megan Draper Actor Jay R. Ferguson Stan Rizzo Actor Ben Feldman Michael Ginsberg Actor Kevin Rahm Ted Chaough Guest Star Mason Vale Cotton Bobby Draper Guest Star Allan Havey Lou Avery Guest Star Trevor Einhorn John Mathis Guest Star Sola Bamis Shirley Guest Star Stephanie Drake Meredith Guest Star Matthew Weiner Executive Producer, Writer, Director Scott Hornbacher Executive Producer, Director Semi Chellas Writer Erin Levy Writer Jonathan Igla Writer Carly Wray Writer David Iserson Writer Heather Jeng Bladt Writer Tom Smuts Writer Phil Abraham Director Michael Uppendahl Director Chris Manley Director Jennifer Getzinger Director Jared Harris Director