Jon Hamm Don Draper Actor John Slattery Roger Sterling Actor Rich Sommer Harry Crane Actor Bryan Batt Salvatore Romano Actor Vincent Kartheiser Pete Campbell Actor Christina Hendricks Joan Holloway Actor January Jones Betty Draper Actor Elisabeth Moss Peggy Olson Actor Rosemarie DeWitt Midge Daniels Actor Maggie Siff Rachel Menken Guest Star Remy Auberjonois Dr. Emerson Guest Star Darren Pettie Lee Garner, Jr. Guest Star John Cullum Lee Garner, Sr. Guest Star Michael Gladis Paul Kinsey Guest Star Aaron Staton Ken Cosgrove Guest Star Gordana Rashovich Dr. Greta Guttman Guest Star Henry Afro-Bradley Busboy Guest Star Jack O'Connell Bartender Guest Star Bess Rous Marjorie Guest Star Julie McNiven Hildy Guest Star Stephanie Courtney Marge Guest Star Zandy Hartig Ivy Guest Star Kristen Schaal Nannette Guest Star Matthew Weiner Writer Alan Taylor Director