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What’s the biggest mistake you’ve made in your life and how did you recover? I’ve made a class of mistakes I would summarize the same way. The mistakes were obvious only in hindsight through one exercise, which is asking yourself: when you’re thirty, what advice would you give your twenty-year-old self? And when you’re forty, what advice would you give your thirty-year-old self? (Maybe if you’re younger, you can do it by every five years.) Sit down and say, “Okay, 2007, what was I doing? How was I feeling? 2008, what was I doing? How was I feeling? 2009, what was I doing? How was I feeling?” Life is going to play out the way it’s going to play out. There will be some good and some bad. Most of it is actually just up to your interpretation. You’re born, you have a set of sensory experiences, and then you die. How you choose to interpret those experiences is up to you, and different people interpret them in different ways. Really, I wish I had done all of the same things, but with less emotion and less anger. The most celebrated example would be when I was younger, I started a company. This company did well, but I didn’t do well, so I sued some of the people involved. It was a good outcome for me in the end, and everything worked out okay, but there was a lot of angst and a lot of anger. Today, I wouldn’t have the angst and the anger. I would have just walked up to the people and said, “Look, this is what happened. This is what I’m going to do. This is how I’m going to do it. This is what’s fair. This is what’s not.

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Whenever we are surprised by something, even if we admit that we made a mistake, we say, ‘Oh I’ll never make that mistake again.’ But, in fact, what you should learn when you make a mistake because you did not anticipate something is that the world is difficult to anticipate. That’s the correct lesson to learn from surprises: that the world is surprising. The correct lesson to learn from surprises is that the world is surprising.

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