I was telling a friend about this and – although he stopped watching Mad Men a couple years ago – he finds this theory quite compelling and he fleshed out a few other things about this possible connection. For example,
[spoiler]Dan/D.B. Cooper highjacked a Northwest Airlines flight.
Northwest Airlines has featured before in Mad Men, Mad Men Flies Northwest | Twin Cities Business.
And remember that Don picked up the hitchhiking hippie at the end of the last episode and the hippie indicates that he’d like to go to St. Paul.
Don says something like, “I can do that.” (And then Bowie’s “Space Oddity” plays as the car drives on.)
Northwest Airlines HQ is centered in the Twin Cities.[/spoiler]So, although this still seems outrageously out of character to me (for Don) and doesn’t make much sense for reasons a few of you have already listed, I’m being drawn in (because it’s fun) and could see the last scene of the series being …
[spoiler]Don walking up to a Northwest gate at some airport terminal, handing the attendant his ticket, and saying “I’m Dan Cooper.”
(And nothing beyond that except perhaps a final shot of Don/Dan putting his sunglasses on, walking towards the plane, with the camera pulling away.)[/spoiler]As my friend pointed out, the ending of The Sopranos left us hanging too, wanting more information, but Weiner was happy to leave it at that, with all our unresolved questions.
Again, if Weiner’s intent …
… had all along been to explore who the heck D.B. Cooper was …… giving us Mad Men certainly would’ve been an intriguing way to do it.
It’s certainly an interesting thing to think about as we get closer to the last two episodes.