It’s always hard to decide when something’s done. To go back to the painting metaphor, maybe deciding something’s done is just letting the canvas dry and stepping away. There is this simple resignation that takes place. The benefit of working with collaborators is you get the take and that’s what you have. So that’s also something that helps push projects to completion. And also, scary deadlines. Scary deadlines are always a great way to finish projects, which is why composing can sometimes be a great antidote to whatever baked-in perfectionism I might have. With artist records, you can take years and you can say this isn’t good enough, but then you have a deadline for a project and they’re like, “We need the stems by Tuesday at midnight,” and you have to do it. Accepting something is good enough is a skill in and of itself.

I don’t know. A good friend of mine is sending her album to mastering now and she’s been reaching out to me being like, “Let me know if you need to talk about this because this is the really hard part.” I’ve been very grateful for my community right now, but still, I don’t know. I do think it will get to the point where I just start enjoying listening to the sessions and listening to the songs, and I’m not thinking about what it needs or what it doesn’t. I do think I’m close with a lot of them.

Time. I just use lashings of time. I’ve got a method actually. In the morning, I come into the studio, take my coat off, put everything down and walk into the middle of the room just looking at the floor. When I’m ready I look up. If the painting stands up to me, it may be finished. But if the painting is talking back or something comes into my mind, then I’m still on the journey. But if it resists or has an air of independence then maybe I’ve got somewhere—but that is not very often.

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.

No, I’m never worried that I’m going to forget anything from a previous draft. It’s not that I don’t forget good things, but I think that often we fetishize what has been done to the detriment of the larger design. I think sometimes we fall in love with a paragraph, even a chapter or a character, and ultimately, those things don’t necessarily add to the book at hand. I actually see it as this beautiful process of almost whittling away. I know it seems counterintuitive, but if I do remember something and it does come into the book in the next draft and I never look at my previous draft, then it probably deserves to be there.