What made you decide to stop something you were known for, and how did you know it was time?
Recorded Sonny Rollins said elsewhere, not written here
I realized I wasn’t sounding as good as my reputation was, so I wanted to kind of get to that point where I wouldn’t be ashamed to go on the bandstand, which happened to me one time on a job I was playing with… Elvin Jones, at that time, was the drummer playing with me. We used to go around, had a big sign, “Sonny Rollins is coming to town,” everybody was there, but I didn’t sound good, and I knew I wasn’t playing up to what I should be. So I said, “Okay, I am getting out of here. I am going to go and woodshed,” as they say, and get myself together.

Academy of Achievement (achievement.org) 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 ↗
Derek Sivers Founder of CD Baby; author of Anything You Want
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 ↗
Roger Federer Swiss professional tennis player, 1998–2022
As many of you know, the past three years have presented me with challenges in the form of injuries and surgeries. I've worked hard to return to full competitive form. But I also know my body's capacities and limits, and its message to me lately has been clear. I am 41 years old. I have played more than 1,500 matches over 24 years. Tennis has treated me more generously than I ever would have dreamt, and now I must recognize when it is time to end my competitive career.
Recorded Open letter, 'To my tennis family and beyond', Reuters, 15 September 2022 source ↗
Juana Molina Singer, songwriter and former television comedian
No, I think they were two totally different careers, because when I was acting, I was always impersonating different people, so it was never me—it was never myself. When I started to sing, I suddenly felt naked. I mean, I knew that was going to happen, because that’s the reason why I couldn’t do it before—when I was a teenager, I just couldn’t play in front of anyone at all—it was impossible, my hands started to shake, my voice was gone, and I was so self-conscious of what people would think about what I was doing. Because I didn’t know how to play songs that anybody knew—all I knew how to play were my own songs, and so I had this feeling of having my own chords and my own things that weren’t—I was afraid of being judged as doing nonsense music. But then maybe what the acting did to me was that I got more courage to do what I really wanted to do, even though I had all these fears that were still inside me.
Recorded Josh Kun, Conducted by telephone, The Believer, Issue 35, 5 April 2006 source ↗

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Question What are bad recommendations you hear in your profession or area of expertise? Craft & work
The life of a jazz musician is a difficult life, because you want to play, you want to be, you want to get to the inner spirit and sometimes you drink or you use drugs or you smoke a lot. You do all these things to try to get the spirit out. So it’s a difficult existence and a lot of the great people that I have known, and in history, they kind of over-indulge, and they never sort of are able to balance their musical life with their personal life. Maybe it’s not necessary to do that. That is another question, I don’t know, but I’d like to see young musicians coming up that don’t smoke and that don’t drink to excess and don’t use drugs, and don’t sort of debilitate themselves. I think that’s where we should go. I think that is what guys should be doing. I don’t think you have to drink and use drugs to play good jazz, but that’s been the model for so long that a lot of guys get caught up in that, you know.
Recorded Academy of Achievement (achievement.org) source ↗
Question What is the hardest thing that has happened to you, and what did you carry out of it? Failure & regret
I went through some really terrible times. I don’t know whether I should really even mention it, but you mentioned that I had to go to prison and all that stuff. I was in a state where they had me in a straitjacket at one time. Can you understand what it would feel like to be in a straitjacket? I know. I couldn’t either, but I was, and it was brought about by sort of a drug psychosis in prison. I mean I just went completely… But it was tough, it was tough. I mean at that time they put you in — there’s a place in New York they used to call the Tombs. You’ve probably heard of it. I mean it was like a living tomb, with all the people. So I was there, and the withdrawal — physical symptoms, which were unbelievable.
Recorded Academy of Achievement (achievement.org) source ↗
Question What would you like to be remembered for? Death & what remains
I hope so, yes! The thing is that my spiritual leanings don’t accept what we would call life and death… We don’t believe in that. There is no end! There is no dying. We’re here forever! Even though your body turns to dust like everything else in this world, your soul is going to continue on. Even though I’m not able to perform music anymore, I’m still here as a human being, my soul will still be here when I’m gone — so every day I’m trying to be a good human being. And I guess whatever I accomplish in that sense will turn into the legacy of Sonny Rollins.
Recorded The Talks, 22 September 2021 source ↗

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