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 Talia Balsam Mona Sterling Guest Star Peyton List Jane Sterling Guest Star Linda Cardellini Sylvia Rosen Guest Star James Wolk Bob Benson Guest Star Teyonah Parris Dawn Chambers Guest Star Beth Hall Caroline Guest Star Charlie Hofheimer Abe Drexler Guest Star Michael Gaston Burt Peterson Guest Star Brian Markinson Dr. Arnold Rosen Guest Star Ray Abruzzo Jonesy Guest Star David Starzyk Bob Grange Guest Star Elizabeth Rice Margaret Hargrove Guest Star Derek Ray Brooks Hargrove Guest Star Rob Brownstein Dr. Levy Guest Star Barbara Tarbuck Hazel Tinsley Guest Star Wes Robinson Danny Guest Star Brett DelBuono Moon Guest Star Jesse James Zal Guest Star Rod McLachlan Terry Guest Star Steve West Jules Guest Star Matt Corboy Dave Guest Star Wendy Benson-Landes Cathy Guest Star Kit Williamson Ed Guest Star Patrick John Hurley Bruce Pike Guest Star Ann Benson Mildred Guest Star Marcia Ann Burrs Dorothy Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer, Director