So, I still haven't read the Rolling Stone best 70 tracks cover story (I will…) so I don't know if I overlap very often.
Here are 10 fave tracks of the 1960s (other decades will arrive in time…). The problem here is:
a) It is too easy to be obvious. I mean, the canon is the canon.
and
b) I am sick of some of the canon: I can't hear "Like A Rolling Stone" any more, nor "Highway 61 Revisited". There is nothing left to them.
1. Baby, Let Me Follow You Down – An early folkie cover song, all acoustic melody and harmonica, which he already blew very well. It's a cover song which he gives a full, almost sexy, work out. The sincerity undercuts the "green pastures of Harvard" jibe, Dylan speaks at the start of the song.
2. Pledging My Time – Has anybody played a better blues harp? About as straightforward as humanly imaginable given the album. There is a callousness to Dylan's sexual attentions all over this album and especially on this song; it is seeped in limitations and the best Dylan can offer is his time, though not all of it.
3. As I Walked Out One Morning 
Here is my theory, Tom Paine is not intrinsic to the song. It is a straight up story of betrayal: The singer is walking one morning when he comes upon a woman in chains. She asks him to free her and together they will go South, he is about to do so when Tom Paine stops them and apologizes to the man. It is a slow, timeless (? -well not timeless, around the Revolutionary War of course) build to the "As she was letting go her griiiiip…" the last word a sound of pure betrayal, and followed by the "upppp" in "Up Tom Paine did run".
4. Positively 4th Street – Greatest put down song ever written, the last line -"… you'd know what a drag it is to see you" is devastating.
5. I'd Hate To Be You On That Dreadful – "a calypso type number", Zim claims as he cheerfully awaits the rapture.
6. Nothing Was Delivered – Off the 1967 recordings that brought up us the Basement Tapes, a piece of political agitation aimed at Nixon (? -the timing is a bit off), with a great axiom: "Nothing is better, nothing is best".
7. Hard Times In New York Town – Another great axiom, New Yorkers: "They trip you when you're up and they kick you when you're down". Entered my vocabulary the day I heard it (1991 -the song is from 1960).
8. I'll Keep It With Mine – Another song off the Bootleg Series Vol 1 – 3. The keyboards and bass are quietly devastating and it completes a very important thought: how long can you search for what isn't lost?
9. Love Is Just A Four Letter Word – I love Joan Baez's 1968 cover. In the Scorcese docu she speaks of riding in a car with Dylan when the song came on the radio. "That's a pretty good song". he said. "Of course it is, you wrote it you dope" she replied.
10. Absolutely Sweet Marie – "You're railroad gate, you know I just can't jump it…" Country rock so thrilling , it is simply unimpeachable. I used to get drunk and sing this at the top of my voice… and , and, and? "To live outside the law you must be honest"!