Jon Hamm (Don Draper)
Jon appeared on The Big Date Game TV (1996) game show when he was 25 years old. In the clip below, he appears around the two minute mark. You'll love his hair.
John Slattery (Roger Sterling)
John appeared in a 1988 TV commercial for Sports Illustrated Magazine. He would have been in his mid-twenties.
Elisabeth Moss (Peggy Olson)
Elisabeth starred alongside renown over actor and innovator of the “skullet” hairdo, Hulk Hogan in the 1991 movie, Suburban Commando.
Vincent Paul Kartheiser (Pete Campbell)
Vincent appeared in the 1994 TV movie, Heaven Sent. It was his second film role.
Christina Hendricks (Joan Harris)
Christina was in the late night, MTV soap opera, Undressed in 1999.
January Jones (Betty Draper)
January was in the 1999 TV show, Sorority in 1999. Christina Hendricks also had a role in the show.
Jessica Pare (Megan Draper)
Jessica starred in the 2000 movie, Stardom.
Kiernan Shipka (Sally Draper)
Kiernan's first acting appearance was in a 2006 episode of Monk.
Rich Sommer (Harry Crane)
Rich was in The Devil Wears Prada (2006).
Aaron Staton (Ken Cosgrove)
Aaron appeared in three episodes of 7th Heaven in 2006.