Howard Marks: Parallels between chess and investing

In this interview, Howard Marks from Oaktree, is joined by Oaktree co-founder Bruce Karsh and chess Grandmaster, Maurice Ashley. Maurice is the author of Move by Move: Life Lessons on and off the Chessboard

In a wide-ranging conversation, they discuss Howard’s recent memo The Indispensability of Risk as well as the inspiration for that memo: Maurice’s Wall Street Journal article, Chess Teaches the Power of SacrificeThey discuss the many parallels between chess and investing, including the lesson that not taking enough risk may be one of the riskiest strategies of all.

Here are some of the key topics discussed:

  • Sacrifice and Risk: In both chess and investing, sacrifices (or risks) are necessary for potential gains. Playing too safely can lead to missed opportunities.
  • Decision Quality: Good decisions should be judged by their reasoning, not just outcomes, due to inherent uncertainties.
  • Psychological Traits: Successful risk-taking requires boldness, intuition, and the ability to go against the crowd.
  • Lessons from Chess: Chess teaches patience, focus, and strategic thinking, which are valuable in investing.

The discussion emphasizes that the process of taking risks and making sacrifices is as valuable as the outcomes.

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