What are you unwilling to optimise?
Recorded Derek Sivers 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 ↗

Others on this question

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David Oyelowo Actor, director and producer
Any lasting relationship needs non-negotiables. We made the decision early on never to be apart for longer than two weeks: 26 years married and we’ve only broken that rule once, by 11 hours, when my wife was in Sleepy Hollow. If I ever meet [director] Tim Burton, I’ll be having words.
Recorded The Observer / The Guardian, 19 April 2025 source ↗
Oliver Sacks Neurologist and writer
I’ve had this concern all the time, but I can only hope that if one writes with appreciation and delicacy and respect, then it’s okay. I have to say that I’ve written a hundred times as much as I’ve published, because if there’s any thought of offense or embarrassment, then I will put the thing quietly away.
Recorded Academy of Achievement recorded interview, American Academy of Achievement, 17 June 2000 source ↗
Richard Hamming Mathematician and computer scientist; Turing Award, 1968
I notice that if you have the door to your office closed, you get more work done today and tomorrow, and you are more productive than most. But 10 years later somehow you don't know quite know what problems are worth working on; all the hard work you do is sort of tangential in importance. He who works with the door open gets all kinds of interruptions, but he also occasionally gets clues as to what the world is and what might be important.
Recorded Bell Communications Research Colloquium Seminar, Morristown, New Jersey, Bell Communications Research Colloquium Seminar (transcription hosted by the University of Virginia Department of Computer Science), 7 March 1986 source ↗
Bong Joon-ho Film director and screenwriter
There were times when I thought I wanted to be a cartoonist. If I weren’t a film director, I think cartoons would have been a good alternative. But I never properly studied drawing, so my drawings are strange. But when I’m prepping films, it’s good preparation — and comforting to me — to do the storyboards. It’s fun, too, like drawing a whole comic.
Recorded Polygon, Polygon interview, October 2019, 14 October 2019 source ↗

More from Derek Sivers

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Question What is one of the best or most worthwhile investments you have ever made — of money, time, or energy? Money & investment
When I decided to sell my company, I already had enough. I live simply. I don’t own a house, a car, or even a TV. The less I own, the happier I am. The lack of stuff gives me the priceless freedom to live anywhere anytime. So I didn’t need or even want the money from the sale of the company. I just wanted to make sure I had enough for a simple comfortable life. The rest should go to music education, since that’s what made such a difference in my life.
Recorded Essay on sive.rs, Derek Sivers, 4 December 2009 source ↗
Question What made you decide to 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 ↗

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