For Matt Weiner, the first season of Mad Men finished wrapping with it’s fate unknown. The same was true for the character of Don Draper; in the final scene he comes home dreaming Betty and the kids might still be there, only to be left alone on the stairs. When you watch that final scene you can see Don facing his rapidly deteriorating marriage with Betty.
Matt Weiner put his faith in the music of Bob Dylan for what he thought could have been the show’s final scene. From IMDB:
The first season ended on Thanksgiving Day 1960, with Don’s marriage in tatters and the soundtrack blaring Bob Dylan’s “Don’t Think Twice, It’s All Right”, a song that didn’t come out until 1963. “I didn’t know if the show would be picked up,” Matthew Weiner explained. “I was saying: ‘Here’s this song. This is what’s coming.’”
For the final scene, anyways, Don’t Think Twice, It’s Alright is Weiner casting Draper as Dylan. “I once loved a woman, a child I am told / I give her my heart but she wanted my soul” is perfect execution. It opened my interest in the Draper/Dylan persona, which has kept me hooked on Don’s evolution. The comparisons alone (womanizers, Whitman/Zimmerman, known for “getting it”, ), but let’s fast forward.
For all practical purposes, Season 5 starts on June 1, 1966 - Don Draper’s birthday. (Thanks Wikipedia!)
If Don Draper crashes on a motorcycle this season, don’t say I didn’t warn you.