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 Julia Ormond Marie Calvet Guest Star Linda Cardellini Sylvia Rosen Guest Star Elizabeth Reaser Diana Baur Guest Star Mimi Rogers Pima Ryan Guest Star Sola Bamis Shirley Guest Star Erica Piccininni Elaine Guest Star Brian Markinson Dr. Arnold Rosen Guest Star Kim Bubbs Marie-France 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 Jonathan Bray Rich Torkelson Guest Star Regi Davis Carl Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer Tom Smuts Writer Michael Uppendahl Director