The Greater Fool

Mac is shaken by a potentially devastating revelation from gossip columnist Nina Howard. Meanwhile, Sloan mulls a new job opportunity; Neal’s Internet alias could prevent a catastrophe; and Will, Mac and Charlie confront Leona and Reese during a volatile lunch meeting.

Long Weekend

It's Labor Day weekend and most of the men are sending their wives away for a few days. Don Draper's wife Betty is dreading the thought, as her father and his new girlfriend, whom she detests, will be staying with them. With the election approaching, the team at Sterling Cooper is gloomy since the Nixon campaign has not been following their advice. Roger Sterling was hoping to spend Friday night with Joan Holloway but having just seen the movie, The Apartment (1960), she is feeling a bit used. She plans a night on the town with her old college friend who has some surprising information for her. Don and Roger invite twin sisters from a casting call to join them for a drink but things go badly for Roger who suffers a serious heart attack. After the incident Don ends up spending the night with Rachel Menken where reveals a lot of his inner self.

Fakin' It

George, Sr. hires a new attorney who asks the Bluths to participate in a mock trial to help prepare them for the real thing. The attorney gets actor Judge Reinhold to preside over the mock case. Meanwhile, Buster fakes a coma to get out of testifying, and George Michael and Maeby participate in a mock wedding to entertain hospital patients. Back at the office, Michael discovers that he may have a long-lost sister named Nellie Bluth.