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How Scott Galloway Made His Millions

From My First Million · Published Jul 4, 2025 · Watch on YouTube

TL;DR

Scott Galloway recounts losing his entire net worth multiple times from ecommerce ventures and Red Envelope, then building true wealth by selling L2 for $158M and reinvesting the proceeds during a bull market. He consistently lives below his means, avoids debt, and advocates using tax-deferred, diversified investments with time for compound growth.

Key insights

  • Galloway lost "pretty much everything" at least twice (Red Envelope collapse in 2008 and earlier ecommerce failures) but could restart because he never carried debt and always lived below his means.
  • His biggest financial win was selling L2 for $158M, where he was the largest equity owner and the top six employees owned ~70% of the company (only one round of venture capital).
  • He has made more money from investing the L2 proceeds than from all his businesses combined.

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