I would try to write my war story, whether it was interesting or not, and try to make something out of it. I describe that process a little in the beginning of Slaughterhouse Five; I saw it as starring John Wayne and Frank Sinatra. Finally, a girl called Mary O’Hare, the wife of a friend of mine who’d been there with me, said, “You were just children then. It’s not fair to pretend that you were men like Wayne and Sinatra, and it’s not fair to future generations, because you’re going to make war look good.” That was a very important clue to me.

So why do I talk about the benefits of failure? Simply because failure meant a stripping away of the inessential. I stopped pretending to myself that I was anything other than what I was, and began to direct all my energy into finishing the only work that mattered to me. Had I really succeeded at anything else, I might never have found the determination to succeed in the one arena I believed I truly belonged. I was set free, because my greatest fear had been realised, and I was still alive, and I still had a daughter whom I adored, and I had an old typewriter and a big idea. And so rock bottom became the solid foundation on which I rebuilt my life.

I didn’t fear failure. I expected failure. I think I’ve always been somebody, since the deaths of my father and brother, who was afraid to hope. So, I was more prepared for failure and for rejection than success. The success took me by surprise and it frightened me.

As I was lazy and rarely did my homework, I finished high school with a rather mediocre exam. I almost did not pass in English language. Recently, my previous teachers allowed me to see their report on my high school performances, which included the following statements: Despite the fact that her talents are rather equally spread among many areas of knowledge, her performances are rather different depending on the distribution of her interests. Thus, with her strong display of self will she can be decidedly lazy in some topics over years, while in her areas of interests she performs to a degree far extending that required for normal school purposes.

The proudest achievement of my life at that time was that software. Wonderfully organized, extensible, and efficient: the culmination of everything I’d learned about programming in ten years. After a successful relaunch and Christmas rush, I was looking at my plan for 2008 and beyond. All my plans needed a huge effort for little reward, but were required for future growth. I had broken it into about 20 projects, each taking 2 to 12 weeks. But I wasn’t excited about any of them.

Do you have a big visionary master plan for how the world will work in twenty years? Do you have massive ambitions to revolutionize your industry? Don’t feel bad if you don’t. I never did. A year and a half after starting CD Baby, it was just me and John, my first employee, running it out of my house. One night, I decided I should think more about the long-term future of this thing. I sat with my diary for a few hours of introspection. Afterwards, I wrote John an email that went like this: “I think there’s a chance that this thing might be huge one day, so we better start preparing for that now. I mean some day, we might have a thousand artists. We might need a third employee! We’d need three computers, and need to figure out how to network them together. We might even need to start moving CDs into the garage, since eventually they might fill up the living room. Yes, I know it sounds grandiose, but I think things are headed that way.” Years later, after I had 100,000 artists and 85 employees, John would often get a good laugh out of this letter I sent him in 1999. Journalists would ask, “What’s your long-term goal?” I’d say, “I don’t have one. I surpassed my goals long ago. I’m just trying to help musicians with whatever they need today.” So please don’t think you need a huge vision. Just stay focused on helping people today.

I read that at a key fork in the road moment for me where I just sold CD Baby and had a ton of money. I was like, “What to do now?” And I read this book from this filthy rich old man being entirely honest, and I thought I should just learn from his experience. ... So if what I’m doing seems weird, it’s because I took his advice to heart and I’ve quit the game.

And this is my only pair of pants. These three glasses, I don’t even think about it because I just think about having enough.

The rest should go to music education, since that’s what made such a difference in my life. I created a charitable trust called the Independent Musicians Charitable

So for years I kept calling myself an entrepreneur until one day I realized like, wait a second, this is expired! Like somebody who is an athlete in high school can’t keep calling himself an athlete forever.