Derek Sivers — Selling a $22M Company, Overcoming Fear & Choosing Useful Beliefs

Derek Sivers built and sold CD Baby for $22 million, walked away from fame, and chose a radically simple life. In this conversation, Derek shares the unconventional rules, frameworks, and mindset shifts that shaped his journey from overcoming fear to redefining success.

If you’ve ever wondered how to find clarity in a noisy world, escape the trap of endless “inputs,” or design a life that’s truly yours, this episode is for you.

In this episode, we cover:
• The lessons Derek learned from selling CD Baby for $22M
• Why fame is overrated and the hidden downsides no one talks about
• How to turn fear into confidence with one simple rule
• The dangers of consuming without creating and how to “run the program”
• Useful vs. true: the mental framework that changes everything

Derek’s perspective is both refreshing and deeply practical — equal parts philosophy and tactical playbook.

Connect with Derek:

Website: sive.rs/

Connect with Nik: 

Instagram: instagram.com/victorywithnik/

Twitter: x.com/victorywithnik

YouTube: youtube.com/@TheVictoryDegree

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