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 ↗

Others on this question

View all 21 →
Li Na Chinese professional tennis player, 1999–2014
The task of finally making a decision to hang up my racquet felt a lot more difficult than winning seven matches in a row in the Australian heat. It took me several agonizing months to finally come to the decision that my chronic injuries will never again let me be the tennis player that I can be. Walking away from the sport, effective immediately, is the right decision for me and my family.
Recorded Open letter, 'My dear friends', WTA (archived), 19 September 2014 source ↗
I think it’s so good to abandon projects. I never feel sad about not trying to publish that novel.
Recorded Brandon Stosuy, interview, The Creative Independent, 27 April 2022 source ↗
Ellie Simmonds British Paralympic swimmer, 2008–2021
I don't think I could go for another three years. I'm leaving it at the right time, I love it, I've absolutely had a wonderful competition and I've loved every minute of it.
Recorded Channel 4, Poolside, Tokyo Aquatics Centre, after the S6 400m freestyle final, BBC Sport, 2 September 2021 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 ↗

More from Derek Sivers

View profile →
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 ↗

More on time & hindsight

Also answered this

Tom Kerridge, Warren Buffett, Henry R. Kravis, Kurt Vonnegut, Kobe Bryant, Ursula K. Le Guin

Search the directory for somebody in particular.

Explore further

Report this answer