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Diplo

505: Grammy Award Winning DJ: “Don’t Be Afraid of Failing”

How do you stay ahead in an industry that never stops evolving?

Today, we are diving into the mind of one of the most prolific, boundary-pushing, and curious creators of our time—Diplo.

Perhaps you know him for his music career—with Grammy award winning hits and game-changing collaborations, or for headlining some of the biggest festivals in the world (including a concert in Cuba where 500,000 people showed up). Diplo has built an entire creative empire as a DJ, producer, entrepreneur, risk-taker, and cultural pioneer. The success has catapulted him into the spotlight, and that too has had its consequences.

In this conversation, we explore how Diplo stays ahead of the curve in an industry that’s constantly evolving. He shares why curiosity is at the center of his creativity, how he’s learned to separate external validation from success, and why he believes mastery isn’t a destination: it is a path. 

Check out this epic conversation with Diplo on Youtube, Apple, Spotify, or wherever you listen to podcasts.

“I’m not afraid of failing because if it doesn’t work, I’ll do something different. There’s always another way to do things. There’s not always one path.”

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