In 1960 New York City - the high-powered and glamorous "Golden Age" of advertising - Don Draper, the biggest ad man in the business, struggles to stay a step ahead of the rapidly changing times and the young executives nipping at his heels.

Pete returns from his honeymoon, excited about his new marriage, but conflicted about his past encounter with Peggy. After his business relationship with Rachel takes an unforeseen turn, Don attends a party which further illuminates his increasing dissatisfaction with his present life.

Don is tormented as pieces of his secretive past begin to haunt him. Peggy's new success at work, and resulting boost in confidence, threaten her office relationship. Salvatore Romano gets a little too close with a client.