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A drama about one of New York’s most prestigious ad agencies at the beginning of the 1960s, focusing on one of the firm’s most mysterious but extremely talented ad executives, Donald Draper.
New York City, 1960s. In the ego-driven Golden Age of advertising, everyone is selling something and nothing is what it seems.
Don and Betty Draper have an argument when it becomes apparent that he doesn’t want to spend Thanksgiving with her family and she plans on going only with the children. He also learns some information about his brother Adam. Pete Campbell confirms that he has landed an account from his father-in-law for a new skin care product called Clearasil. He objects however when Don gives the account to Peggy Olson, whom he has just promoted to junior copywriter. Peggy proves her mettle in auditions for the weight loss device but later is feeling unwell and goes to the hospital…
On Valentine’s Day, the staff of the Sterling Cooper Advertising Agency is hustling and checking out the newest office equipment. Don and Duck clash over an account, and Betty hears from an old friend.
Under the backdrop of the Cuban Missile Crisis, Don returns to New York just as Betty finds out that she is pregnant. Meanwhile, everybody at Sterling Cooper contemplates their futures as news of the merger slowly leaks out.
Don accidentally learns a secret about Salvatore during a business trip to Baltimore. Back at the office, the firings continue, but the new management appoints Peter and Ken as new co-heads of accounts.
With another sale on the horizon, Sterling, Cooper, and Draper convince Lane Pryce to fire them and then join them as they start up a new advertising firm. At home, Betty follows through with her plans to divorce Don.
The new firm is struggling for business, so Peter and Peggy resort to a cheap publicity stunt to lure a client. Meanwhile, Don’s personal problems and an unflattering newspaper interview puts his and the firm’s image in jeopardy.
Don takes the kids to California and comes back with a surprise announcement. Meanwhile, Betty fires the kids’ nanny before they move out of the old house over one questionable incident, and Peggy gets a shot at a new account.
Megan throws Don a surprise birthday party, the war between Pete Campbell and Roger Sterling intensifies, and new mother Joan begins to wonder if she still has a job when she’s ready to come back.
As the partners consider expanding the office space, Don begins seeing ghosts and gets a request to advance Megan’s acting career. Meanwhile, Peter’s affair comes to a disappointing end, and Megan’s mom briefly reunites with Roger.
Don and Megan take a trip to Hawaii for the holidays, Sally’s friend visits the Francis family, a comedian torpedoes Peggy’s Super Bowl ad campaign, and Roger gets some bad news about his mother.
With his personal and professional life crumbling around him, Don positions himself for a change of scenery. Meanwhile, Pete’s life is falling apart as well, thanks to the meddling of Bob Benson.
Don is on the outside looking in on the forced indefinite paid leave from his job. While Ted heads back to New York for a few days, Don takes the opportunity to head to Los Angeles in part to meet with a California transformed Pete while he reunites with Megan, who is living full time there while pursuing what looks to be a promising acting career. Back in New York, Peggy avoids Ted at all cost while she learns to deal with the new “Don”, Lou Avery, most specifically on the Accutron account for which she is getting consulting help from Freddie Rumsen. On top of that, …
Don’s journey ends in California with Anna’s niece, Stephanie, where he contemplates his future. Roger decides to marry Megan’s mother, Marie. Joan has a business proposition for Peggy, who is coming to terms with her feelings for Stan.