Always have a passion for what you’re doingI thought I found the key to the answer why he keeps traveling around, spending the evenings playing with his musician friend. I was listening to the early album "Freewheelin'" — the song "Bob Dylan's Dream." He has a dream where he sees his "first few friends" in the room where they used to laugh and sing together all night long.
When you are turned on by what you’re creating, you will recognize that the work is what matters. This will help you to get through the dark days, those times when you feel uninspired and dejected. Dylan plays about 100 concerts a year around the world. He no longer needs the money or even the fame or the acclaim to solidify his place in popular-culture annals. But clearly, this is a man who passionately believes in what he is doing.
With haunted hearts through the heat and coldIt's now many years later, and he's wishing that "we could sit simply in that room again." He'd gladly give away his money "at the drop of a hat... if our lives could be like that." I think the Never Ending Tour is the closest he can get to that dream of being a young guy laughing and playing for the intrinsic fun of it, "long[ing] for nothin'" and "a-jokin' about the world outside."
We never thought we could ever get old
We thought we could sit forever in fun
But our chances really was a million to one
You can call that "entrepreneurial" if you want, I guess.
AND: Here's Bob Dylan's new album "Tempest" — which comes out tomorrow. And here's "Freewheelin'" — from 1963.