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.
What made you decide to stop something you were known for, and how did you know it was time?
Question
What inspires you to learn?
Attention & the world
Question
What advice would you give your twenty-year-old self, and what should they ignore?
Time & hindsight
Question
What important truth do very few people agree with you on?
Values & belief
Question
How much rewriting or revision do you do?
Craft & work
Question
What is one of the best or most worthwhile investments you have ever made — of money, time, or energy?
Money & investment
Question
What do you value most in your friends?
Relationships
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
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Li Na
Chinese professional tennis player, 1999–2014
Jia Tolentino
Writer
I think it’s so good to abandon projects. I never feel sad about not trying to publish that novel.
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.
More from Derek Sivers
View profile →In that brief transition time, it felt like the question to ask yourself is what is the biggest learning opportunity? Where can I grow more?
Yeah, anybody asks me about it, my advice was always, do not do it. In fact, it still is. Somebody just asked me last week, I was like, do not do it.
I don’t like live music. (I know that is a very despicable opinion.) I love great recordings.
The first version of my How to Live book was 1300 pages. It took a couple of years to write and it was 1300 pages, and then it took a couple of years to edit it down to 115 pages. Most of my writing process is editing.
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.
Vulnerability. Mutual admiration. Wide open communication. Yeah. Those are my big three.
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