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" "When you choose something, you get locked in for a long time. Starting a business may take ten years. You start a relationship that will be five years or maybe more. You move to a city for ten to twenty years. These are very, very long-lived decisions. It’s very, very important we only say yes when we are pretty certain. You’re never going to be absolutely certain, but you’re going to be very certain.
Naval Ravikant (born November 5, 1974) is an Indian-born American entrepreneur and investor. He is the co-founder and chairman of AngelList, a platform for startups, investors, and job seekers. He is an angel investor who has made early-stage investments in companies including Uber, Twitter, Postmates, and Yammer. Ravikant is a recipient of the Edmund Hillary Fellowship. He also co-hosts a podcast with Brett Hall.
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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.