Shout Out / Mad Men

• In "The Mountain King", a brief scene from the 1951 version of The Day The Earth Stood Still aired on Joan's television. The episode itself was first broadcast around the time the 2008 version of the film (which co-starred Jon Hamm) played in theaters.
• In "Out of Town", while looking at an advertisement for whiskey (showing a man walking down the street with a bottle of whiskey almost as big as himself, Don makes an excellent subtle one to The Lost Weekend:
  Don: [looking at a whiskey ad] Can you believe this? What is the world coming to?
  Sal: That is a big bottle.
  Don: That's not a bottle, that's a date.
  Sal: 'My oh my, what a big bottle you have.'
  Don: 'Sorry honey, but I'm taken. I just pawned my typewriter so we can be together all weekend.'
• In "The Chrysanthemum and the Sword", Sally Draper is watching The Man from U.N.C.L.E. at a friend's house, and masturbating to Ilya Kuryakin.
• Don describes himself as "a Felix who wants to be an Oscar".
• There are several references to James Bond, a classy, suave and lecherous gentleman with a rough side, much like Don:
  • A post-coital Fay calls Don "Mr. Bond".
  • When Don reads Bernard Malamud's The Fixer, Megan mistakes it for a Bond novel.
  • John Hooker gets nicknamed "Moneypenny".
  • Don and Megan run into each other at a movie theater that is showing Casino Royale.
  • The season 5 finale ends to the tune of You Only Live Twice, with the suggestion that 'classic' Don (ie. the hard-drinking, philandering lech as opposed to the faithful husband) is either back or will return.
• Hm, a sexy secretary named Holloway? I wonder where they got that name from...
• In one episode (mid-Season 2, at the country club), someone in a side-conversation sighs and complains about "upper-class problems" (or similar, shoutout to the "First World Problems" meme).
• In "A Little Kiss," Don sends his kids off to their mom's house with, "Say hi to Morticia and Lurch for me."
• In "Mystery Date," Peggy says she was discovered in the secretarial pool "like Esther Blodgett".
• After coming back from a vacation in Hawaii, Don is asked by Roger if he was "chased down an alleyway with a switchblade by Ernest Borgnine."
• A very subtle one to 30 Rock in "To Have and to Hold." Ted Chaough sits down at a bar and orders an "Old Spanish," a fictional cocktail that originated on 30 Rock.
• David Ogilvy, the original real-life Mad-man and his influential 1963 work Confessions of an Advertising Man are mentioned a few times. Roger compares himself favorably to Ogilvy when pitching his own book.
• Don takes his son to see Planet of the Apes and they watch it twice. Roger tries to emulate the experience with his grandchild, but the 4-year-old boy gets a bit traumatized by the movie.
• In "The Runaways," Michael Ginsberg spies Lou and Cutler talking in the computer room, unable to hear what they're saying and seeing their lips, the camera panning back and forth to each other from Ginsberg's point of view, just like in 2001: A Space Odyssey.
• "Time & Life" features an Allohistorical Allusion to the Glencoe Massacre where Pete Campbell defends his ancestors breaking Sacred Hospitality because "The king ordered it!" to a Headmaster who denies admission because of the historical grudge. This refers to Game of Thrones famous "Red Wedding" (inspired by the same massacre and the question of hospitality betrayed).
• "Lost Horizon" features a handful of references to Carnival of Souls, particularly the spooky organ music Peggy hears in the empty SC&P offices.
• When Stan and the other artists stumble upon Lou Avery's comic strip in "The Runaways", they tell Peggy that he thinks he's Mort Drucker.
• In "The Strategy", Don mentions that he went to see I Am Curious (Yellow) with Megan and says that he was scandalized by it.
• Various characters can be seen reading various real-life books...
  • Don's reading material includes Odds Against by Dick Francis, The Spy Who Came in from the Cold by John le Carré, Dante's Inferno and The Godfather by Mario Puzo. Although we never actually see him read any of the James Bond novels, it can be inferred that he likes them as well (see above).
  • At one point in the second series, Betty reads "The Diamond as Big as the Ritz" from Babylon Revisited and Other Stories by F. Scott Fitzgerald.
  • Sally has been seen reading The Twenty One Balloons by William Pene Du Bois (which is very similar to the F. Scott Fitzgerald short story her mom was seen reading) and Rosemary's Baby by Ira Levin.
  • Pete is at one point shown reading The Crying of Lot 49 by Thomas Pynchon during his daily commute. He also reads Goodnight Moon to his daughter Tammy.