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 Mark Moses Herman "Duck" Phillips Guest Star James Wolk Bob Benson Guest Star Harry Hamlin Jim Cutler Guest Star Trevor Einhorn John Mathis Guest Star Channing Chase Dorothy 'Dot' Campbell Guest Star Liam Aiken Rolo Guest Star Kathryn Newton Mandy Guest Star Samantha Hanratty Millicent Guest Star Paul Rae Byron Guest Star Christine Garver Moira Guest Star Alexandra Ella Clara Guest Star Matthew Iott Paddy Guest Star Dan Warner Ray Guest Star Matthew Weiner Executive Producer Scott Hornbacher Executive Producer Andre Jacquemetton Writer Maria Jacquemetton Writer Phil Abraham Director