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 Harry Hamlin Jim Cutler Guest Star Teyonah Parris Dawn Chambers Guest Star Allan Havey Lou Avery Guest Star Anne Dudek Francine Hanson Guest Star Trevor Einhorn John Mathis Guest Star Sola Bamis Shirley Guest Star David James Elliott Dave Wooster Guest Star Johnathan McClain Alan Silver Guest Star Pat Skipper Tom Pruitt Guest Star Kandis Erickson Pam Keyser Guest Star Beth Hall Caroline Guest Star Evan Londo Gene Draper Guest Star Ryder Londo Gene Draper Guest Star Kit Williamson Ed Guest Star Stephanie Drake Meredith Guest Star Rachel DiPillo Sherry Guest Star Kirstin Ford Trisha Guest Star Pamela Shaddock Loretta Guest Star Jim Metzler Victor Perkins Guest Star Brandi Burkhardt Emily Arnett Guest Star Aynsley Bubbico Rose Marie Guest Star Worth Howe Cyrus Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer Heather Jeng Bladt Writer Chris Manley Director