One of the great song writers to be sure. I do think that Dylan would have to placed above him for the broader scope of his offerings.
I mean come on:
"It's a hard rain gonna fall."
or
"There must be some way out of here" said the joker to the thief
"There's too much confusion", I can't get no relief
Businessmen, they drink my wine, plowmen dig my earth
None of them along the line know what any of it is worth.
"No reason to get excited", the thief he kindly spoke
"There are many here among us who feel that life is but a joke
But you and I, we've been through that, and this is not our fate
So let us not talk falsely now, the hour is getting late".
All along the watchtower, princes kept the view
While all the women came and went, barefoot servants, too.
Outside in the distance a wildcat did growl
Two riders were approaching, the wind began to howl.
I listened to both a great deal. For me Prine was more about introspection, Dylan more about the human condition.