Yeah. The downside for me is, say I have something that I know is out of my comfort zone in terms of my ability, the discipline comes in where I know I have to do this thing that’s out of my comfort zone when it would be so much easier to get the immediate satisfaction from doing the thing that’s in my comfort zone and get the positive response 10 times over.

I feel like that’s my actual profession: to get stuck and then get unstuck. That’s what I actually spend most of my time doing. It happens mostly in fiction for me. But maybe that’s what we all are doing all the time. That might be what life is, I feel like, is taking something as far as you can and then being like, “I actually don’t know what to do next.” And then, having to figure out, “Okay. So how is that an opportunity?”

Just realizing that the block’s part of it. There’s always a week or two, or even a full month, where I’m convinced I’ll never write again, that everything was a fluke before. Or I’m writing, and I can’t tell if it’s inspired or shitty, but I don’t really freak out like I used to. I know that it’s just part of eventually figuring it out. It used to make me panic, but now I know it’s just what happens.

I don’t think that is tough, because if you have an idea of something meaningful to communicate, you can move forward on that. You might not be successful in communicating what you want to communicate, but at least you have an idea of something that needs to be said, or something that you think should be said, and I think you go from there.

The first version of my How to Live book was 1300 pages. It took a couple of years to write and it was 1300 pages, and then it took a couple of years to edit it down to 115 pages. Most of my writing process is editing.

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.

How do you know when it’s done? I think the real key is just asking yourself, would I be proud of this? Am I ready to release it? And I love the double meaning of that word. Release. I release an album, I release a book. You let go of it. It belongs to the world. Now it’s out of your hands.

I literally just call my five or ten best friends around the world. Sometimes I just go through the list. I call Aly. Ah, no answer. Okay, let me try Mitra. Ah, no answer. Okay, let me try Zita. "Hey, I got an idea. Let me run it by you? Okay? You got a minute?"

My mentor heard it and said, “Derek, you’re just not a singer. You really need to stop trying. Admit you’re a songwriter, and find a real singer.”

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.