What made you decide to stop something you were known for, and how did you know it was time?
Recorded Derek Sivers said elsewhere, not written here
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.

Tim Ferriss, The Tim Ferriss Show podcast, 23 April 2023 source ↗

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Suzanne Farrell Ballerina and ballet master; répétiteur for the Balanchine Trust
By the time I admitted that I needed a hip operation, I had denied it for so long that it was a breakthrough to suddenly say, “I need this.” I knew I would probably never dance again, but I had no choice. By that time, I just wanted to be normal. I wanted to walk down the street without limping. I couldn’t tie my shoes. I couldn’t put slacks on. I was the farthest thing from a person who ever could dance and do all those extremely incredible extensions and contortions that we do.
Recorded Academy of Achievement (achievement.org) source ↗
Kobe Bryant United States basketball player, Los Angeles Lakers, 1996–2016
You gave a six-year-old boy his Laker dream And I'll always love you for it. But I can't love you obsessively for much longer. This season is all I have left to give. My heart can take the pounding My mind can handle the grind But my body knows it's time to say goodbye.
Recorded Retirement poem, The Players' Tribune, 29 November 2015 source ↗
Dan Carter New Zealand international rugby union fly-half, 2003–2015
But I'm ready for what's next after rugby. Being able to not just say that, but to truly feel it, is a privilege. Ultimately, getting to leave your sport on your own terms is all you can really hope for as an athlete.
Recorded Retirement letter, The Players' Tribune, 20 February 2021 source ↗
Jessye Norman Operatic soprano and recitalist
As a very young singer, I was invited to the opera house in Berlin by the then-director of the opera house, Egon Seefehlner, and I had one opera to my name that I knew. He felt that there was a lot that I could learn there, which was very true, and I was so lucky to be able to have this opportunity. The thing that was happening is that I kept being offered operas that I knew that I wasn’t ready to sing, just from an experience point of view, as well as being 24 years old. So I was always asked to sing things that I thought, “Well no, I really don’t think I should sing that now. I need to sing that maybe in five years, or maybe in 10 years, but not right now. Couldn’t I please sing something else?” And that became a difficulty for me. And after being at the opera house for three years, and singing Elsa and Elisabeth — the Wagner roles that are not sort of the heavy Wagner roles — and then Mozart operas that suited my voice at the time, I was continually invited to sing things that I just felt I shouldn’t. So I took it upon myself to go to speak with the artistic director to say that I thought I should leave the opera house, and come back in some years when my maturity sort of chronologically would have caught up with the invitations that I was being offered. Of course, considering that he’d taken me into the opera house when I knew one role, he wasn’t all that happy. I thought he’d say, “Oh, what a smart girl. Oh yes, absolutely. That’s what we’ll do.” No, no. He was absolutely furious.
Recorded Academy of Achievement (achievement.org) source ↗

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Question What are you unwilling to optimise? Values & belief
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.
Recorded Essay on sive.rs, Derek Sivers, 14 July 2011 source ↗

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