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 Linda Cardellini Sylvia Rosen Guest Star James Wolk Bob Benson Guest Star Teyonah Parris Dawn Chambers Guest Star Brian Markinson Dr. Arnold Rosen Guest Star Harry Hamlin Jim Cutler Guest Star Channing Chase Dorothy 'Dot' Campbell Guest Star Ray Abruzzo Jonesy Guest Star Timi Prulhiere Nan Chaough Guest Star Andres Faucher Manolo Colon Guest Star Hudson Thames Mitchell Rosen Guest Star Cameron Protzman Julie Guest Star Mark Hutter Ross McCarthy Guest Star Alexandra Ella Clara Guest Star Timothy Brennen Jack Flynn Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer Semi Chellas Writer Jennifer Getzinger Director