39. The Man Who Gave Away $22 MILLION Dollars: CD Baby Founder Derek Sivers | The Icons

In this truly unique and insightful episode of The Icons, host Tyler Waye sits down with Derek Sivers, the legendary founder of CD Baby and a modern philosopher on simplicity, focus, and "hell yes" decisions.

Derek Sivers built CD Baby from a small side project into the largest seller of independent music online, eventually selling it for $22 million and giving the proceeds to a charitable trust for musicians. But his story isn't about the money; it's about the mindset.

In this deep-dive conversation, Derek shares his counter-intuitive rules for life, business, and creativity. We explore his famous philosophy of "If it's not a 'Hell Yeah!' it's a 'No'," the power of radical simplification, and why sometimes, the best decision is to walk away from a potential billion-dollar opportunity to protect your time and peace of mind.

Interview Guest: Derek Sivers

https://sive.rs/

https://www.youtube.com/user/dereksivers

https://x.com/sivers

For Derek's books: https://sivers.com/

Location:

Tyler: Motiversity Office

Derek Sivers: Home Studio

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