Hmmmm....means the "most' to me?
That's tough,they all mean something to me to one degree or another.
In a sense,I'd have to go with End Of All Time,because some of it describes how my life wnt after high school and learnig to cope in the real world.
The "love' part of that song reminds me of my last one. (Looking for another right now.)
For sentimental reasons,just about any of his acoustic early 70s slow numbers and his hits. They remind me of my hometown in Pennsylvania and being a little kid there.
Maybe Pony Man the most then.
As for the 2nd Q. ....I really don't like to think of those things,I get sad too easy.