I absolutely love John Prine. I'm glad you picked a song I could never pick just one.
I know, I have the same problem. John Prine is such a gifted songwriter... He says more in one line of his songs than most artists can say in their entire career. But it's funny, I came to appreciate Prine in a strange way. So many of my music friends would mention him and I'd never heard of him. Then I would hear people who I
had heard of, mentioning him as their inspiration. So I kept hearing about this John Prine fella and finally decided to check him out... I can't recall the name of the first song I heard by him but I remember it was something kinda cheesy and funny, and I thought... THAT'S what everybody is so crazy about? I wasn't that impressed but shortly thereafter, I ran across this guy who was playing around our campfire who kept playing these awesome songs and every time I would ask him who that was, he said "John Prine" and suddenly, I was a big fan. This was back when we had record stores and the next day, I went out and bought everything I could find by John Prine.
Here are a couple of my favorites: