Issue No. 29Week ending Sunday, July 19, 2026621 episodes · 2738 articles
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Ray Dalio: the single biggest portfolio flaw keeping you poor

With Sam Parr, Shaan Puri, Ray Dalio · Sunday, July 19, 2026

Ray Dalio, founder of Bridgewater Associates, shares his core investing principles, including the "Holy Grail" of 15 uncorrelated return streams and building timeless decision rules. He also delves into his broader life philosophy, emphasizing the importance of understanding one's nature through personality tests, learning from pain through reflection and meditation, and recognizing five major global forces that shape history and markets. Dalio discusses his "bubble gauge" for market timing and his personal definition of success centered on meaningful work and relationships rather than pure monetary accumulation.

Key takeaways

  • Ray Dalio, a global macro investor, stresses that ignoring history makes current events seem random. He says, "If I haven't seen something before in my that didn't happen to me in my lifetime I should see whether it happened before my lifetime." Read more →
  • Ray Dalio, founder of Bridgewater Associates, shared the "Holy Grail" behind his firm's investing success on My First Million: consciously building a portfolio of 15 uncorrelated return streams. Read more →

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