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Derek Sivers

Founder of CD Baby; author of Anything You Want

Recorded said elsewhere, not written here
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.

Essay on sive.rs, Derek Sivers, 14 July 2011 source ↗

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Steve Jobs Co-founder and chief executive of Apple; co-founder of NeXT; chief executive of Pixar
When you’re a carpenter making a beautiful chest of drawers, you’re not going to use a piece of plywood on the back, even though it faces the wall and nobody will ever see it. You’ll know it’s there, so you’re going to use a beautiful piece of wood on the back. For you to sleep well at night, the aesthetic, the quality, has to be carried all the way through.
Recorded David Sheff, Playboy Interview, February 1985 source ↗
Reinhold Messner Mountaineer; first to climb all fourteen eight-thousand-metre peaks
But I am not looking to any accounts, and I’m not interested at all how many money I have in the bank, what is costing this or that. I’m only trying to realize my ideas.
Recorded Academy of Achievement interview, 22 August 2018 source ↗
Halla Tómasdóttir Co-founder of Auður Capital; President of Iceland from 2024
We also believe in straight-talking, telling it as it is, using simple language that people understand, telling people about the downsides as well as the potential upsides, and even telling the bad news that no one wants to utter, like our lack of belief in the sustainability of the Icelandic financial sector that already we had months before the collapse hit us.
Recorded TEDWomen 2010, 8 December 2010 source ↗
Edmund Hillary Mountaineer and explorer; first ascent of Everest, 1953
I still regard adventure pretty much as a hobby to tell you the honest truth, and I think this approach to it keeps one refreshed almost. I think if you just regard adventure as a business, working becomes very boring as many other businesses can become. But even though adventure changed my life considerably, both in what I was doing and even economically, I’ve always regarded myself in a sense as a competent amateur.
Recorded Academy of Achievement interview source ↗

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Question What made you stop something you were known for, and how did you know it was time? Time & hindsight
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.
Recorded Tim Ferriss, The Tim Ferriss Show podcast, 23 April 2023 source ↗
Question What side project are you most glad you pursued? Craft & work
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.
Recorded Essay on sive.rs, Derek Sivers, 13 October 2009 source ↗

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