That’s a really good question. I don’t think you ever know; you just have to make a call. Finishing is acknowledging that there’s no further progress to be made at the current juncture. If you sit on a song for 20 years and come back to it with all the wisdom of your life, you could probably write a better song, but objectively, you have to get it out into the world in order to continue to live as an artist. So, there’s a sense of: “well, this is as good as it’s gonna get for me at my level right now.” Sometimes you realize that early, but it can take a long time. I think deadlines were invented by God to make art possible. I don’t think I could finish anything without a deadline, self-imposed or external. With the book, it was just: these people at Penguin, they don’t know me. They have no idea that I can’t do this. I have to do it because otherwise they’ll know that I can’t do it.

Well, Tour continues because I exhibit it with a growing archive of performances. For instance, I have something upcoming that I’m working on at Pioneer Works with Stanley Love and his dance troupe. It’s exciting, and it keeps the project present and alive. So this particular project, Tour Without End, becomes self-fulfilling.

I don’t think you can finish a poem in the same way I don’t think you can finish a feeling, but I can find a tolerable place to pause. I am a very neurotic self-editor, and in this book in particular, because there’s so much personal vulnerability in it, I felt the need to shave the poems so I could account for almost every move or word or turn or line break. With the more formally experimental poems, I sometimes stumble when I read them, and I think that’s a good thing: I want that stumble; I wanted the poems to be rough and off-kilter. So I worked very hard to shape them into very tight, vibrating forms.

I think that’s the part of writing that I think is the most intuitive and unpredictable. What happens to me is that I—unlike other writers that I’ve known, particularly mystery writers— I don’t have an ending in mind. And it might happen when I get to a certain point that I think, “Oh, I know how this is going to end probably.” And then I write a little more, and I think, “Well, that won’t work.” So, what always happens is that as I approach the ending, I can sense myself coming to an ending. And then because I’ve been working for such a long time on the book, and it’s all in my head, and many things have happened supposedly, the thing just starts to draw tight. The threads start to come together. “Well, I’ve left this loose, and that loose, and that loose. So how can these be pulled together? And what can I say that would make a satisfying close?”

20 years ago i read a brilliant book called How Buildings Learn by Stuart Brand. Again, I highly recommend this book. In fact, I think it's my most gifted book. I love this book. I've read it so many times.

Like at the end of my life, when I can tell that I don’t have long to live, I want to be able to look back and go like, “Wow, I saw the world from many points of view. I did many different things.” That is such a top value for me.

Whatever scares you, go do it.

I love days where I just work uninterrupted from 6am to 10pm, stopping just for a little exercise. These are my favorite days, and always have been.

"How to Live" feels like such a masterpiece for me that if I did nothing else with my whole life, but write that one book, it still feels like it would have been a life well lived.

there is a flight leaving in 20 minutes, but there's only two first class seats left and it's going to be like $7,000." And I went, "All right, let's do it. Put us on that flight."