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.

Roger joins Don for an evening of dinner and drinking, during which Roger's behavior leads to a rift in their friendship. Though Don accepts his apology, there are further consequences for Roger. Pete faces trouble at home as he continues to struggle with the demands of his new marriage.

On election night, the Sterling Cooper staff pulls a rowdy all-nighter while watching the returns. Pete's ambitions cause him to directly challenge Don. Don remembers his past as a soldier in the Korean War.

Pete und seine Frau suchen einen Arzt auf, um endlich herauszufinden, warum sie - trotz zahlreicher Versuche - einfach nicht schwanger wird. Joan hat es sich derweil zur Aufgabe gemacht, eine neue Sekretärin für Don zu finden, und Debbie denkt an die Zeit zurück, als sie gerade ihr Kind zur Welt gebracht hat...