Well, then of course, came the disaster in 1975, when my wife and my youngest daughter were flying into the Nepal hills where I was building a hospital and their plane crashed and they were killed. And this certainly, for me, was an absolute disaster, really because the two people that meant most to me in life had been killed in one fell swoop. It did take me quite a number of years to get over it. I found the only way to deal with it was to carry on very energetically, doing the things that we had all been doing together, which was largely building schools and things for the mountain people. Although, people used to say to me, “Time is the great healer,” certainly for the first two years I simply didn’t accept this. But, time was a great healer and after the years passed, the memories still remain. But, I think quite a lot of the pain tends to fade a little bit, and life did become a little bit easier.
What is the hardest thing that has happened to you, and what did you carry out of it?
Question
In the last five years, what new belief, behaviour, or habit has most improved your life?
Daily life
Question
What is your idea of perfect happiness?
Identity & self
Question
What purchase of $100 or less has most positively impacted your life in the last six months?
Money & investment
Question
What is one of the best or most worthwhile investments you have ever made — of money, time, or energy?
Money & investment
Question
How has a failure, or apparent failure, set you up for later success? Do you have a favourite failure?
Failure & regret
Question
Has knowing that you will die changed how you live?
Death & what remains
there was a year and a half after I sold my company where I felt adrift. I had a vague desire to slough off all responsibility. I had all the money now, so I had total freedom. Sold the company, I had nothing I had to do. I had nowhere I had to be.
Dan Riley, podcast transcript, Keep Talking, 26 February 2025 source ↗
Others on this question
View all 41 →
Edmund Hillary
Mountaineer and explorer; first ascent of Everest, 1953
Wole Soyinka
Playwright, poet and novelist; Nobel laureate in Literature, 1986
Writing became a therapy. First of all, it meant I was reconstructing my own existence. It was also an act of defiance. I wasn’t supposed to write. ... I evolved all kinds of mental exercises, even went back to those subjects which I said I hated in school, in particular mathematics. ... You know, anything to keep the mind alive.
Malala Yousafzai
Education campaigner; co-founder of the Malala Fund; United Nations Messenger of Peace
I had two options. One was to remain silent and wait to be killed. And the second was to speak up and then be killed. I chose the second one. I decided to speak up.
Lewis Hamilton
British Formula One driver
For me, school was probably the most traumatising and most difficult part of my life. I already was being bullied at the age of six. I think at the time, (at) that particular school, I was probably one of three kids of colour and just bigger, stronger, bullying kids were throwing me around a lot of the time.
More from Derek Sivers
View profile →In one month, two of my old prejudices were reversed. Two things that I was prejudiced against. I am now prejudiced towards, in favor of.
I love days where I just work uninterrupted from 6am to 10pm, stopping just for a little exercise. These are my favorite days, and always have been. The more of these 16-hour workdays I have, the happier I am.
I disagree with the question.…I think too many people think that way. They think that getting something is going to improve their life. I challenge anybody who thinks that way, which almost everybody does, to try to flip it on yourself and look around you and think, “What things could I get rid of around me here that would positively influence my life?”
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.
In the end, I had to pay $3.3 million dollars to buy back that 90%.
Like at the end of my life, when I can tell that I don’t have long to live, I want to be able to look back and go like, “Wow, I saw the world from many points of view. I did many different things.” That is such a top value for me.
More on failure & regret
- What has been your biggest disappointment? 373 answers
- Who most deserves an apology from you, and why? 210 answers
- If you could edit your past, what would you change? 210 answers
- What is the worst thing anyone has said to you? 128 answers
- Which moment embarrassed you most? 126 answers
- How has a failure, or apparent failure, set you up for later success? Do you have a favourite failure? 81 answers
Also answered this
Henry R. Kravis, Terry Pratchett, Lewis Hamilton, Nina Riggs, Lynsey Addario, Ram Dass
Search the directory for somebody in particular.
Explore further
- All failure & regret questions
- Explore the archive — by field, age, era, and subject