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Naval Ravikant on Elon Musk: “The Best Entrepreneurs Are Always Willing to Start Over”

3 min read Published Sep 26, 2025

Naval Ravikant believes that pride can be a significant barrier to growth:

“When I look at my friends and colleagues, the ones who are still stuck in the past and have grown the least are the ones who were the proudest because they feel they already had the answers and don’t want to correct themselves publicly… Pride prevents you from saying, ‘I’m wrong.’”

The issue with pride, Naval explains, is that it prevents you from admitting when you’re wrong:

“When you don’t admit that you were wrong, you get stuck in it and you get trapped in a local maxima, as opposed to going back down and climbing up the mountain again… The great artists always have this ability to start over — whether it’s Paul Simon, Madonna, or U2.”

According to Naval, the best entrepreneurs share this trait of being willing to start over:

“I’m always struck by the Elon Musk story where he did PayPal… And he said something along the lines of: ‘I made $200 million from the sale of PayPal. I put $100 million into SpaceX, $80 million into Tesla, $20 million into Solar City, and I had to borrow money for rent.’ This guy is a perennial risk taker. He’s always willing to start over. He doesn’t have any pride about being seen as successful or being seen as a failure. He’s willing to put it all on the line to back himself again. But the key thing is he’s always willing to start over… It’s a willingness to look like a fool and a willingness to start over.”

Naval adds:

“A lot of people just don’t have that. They become successful or rich or famous and that’s it. They’re stuck. They don’t want to go back to zero, but creating anything great requires going from zero to one, and that means you go back to zero. And that’s a really painful and hard thing to do.”