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 Jared Harris Lane Pryce Actor Robert Morse Bertram Cooper Actor Rich Sommer Harry Crane Actor Aaron Staton Ken Cosgrove Actor Kiernan Shipka Sally Draper Guest Star Alison Brie Trudy Campbell Guest Star Christopher Stanley Henry Francis Guest Star Cara Buono Faye Miller Guest Star Jessica Paré Megan Calvet Guest Star Darren Pettie Lee Garner, Jr. Guest Star Jack Laufer Frank Keller Guest Star Naturi Naughton Toni Charles Guest Star William Morgan Sheppard Robert Pryce Guest Star JD Cullum George Casey Guest Star Casey Sander John Gibbons Guest Star Ray Proscia Agent Norris Guest Star Rob Nagle Agent Landingham Guest Star Jim Jansen Doctor Howlett Guest Star Susan May Pratt Mother in Doctor's Waiting Room Guest Star Beth Hall Caroline Guest Star Brooke Newton Judy Guest Star Brian Catalano Man 1 Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer Jonathan Abrahams Writer Lynn Shelton Director