Stock Market Maestros

The Winning Habits, Strategies, and Mindsets of the World’s Best Investors

Framework

by

Lee Freeman-Shor and Clare Flynn Levy

2026

2026

A framework book detailing how twelve top public equity investors achieved exceptional returns. This book is a follow-up to Freeman-Shor's The Art of Execution (2015), which answered the question, "How can great investors be wrong most of the time and still make money?" This book answers a follow-up question: when an investor is in a winning or losing position, how do they decide whether to stay or sell? The book argues that decision-making and behavior after making the investment, not stock picking accuracy, drive performance. Using years of historical buy-and-sell data, the book rates each investor in decision-making, hit rate, and payoff ratio. The book presents 41 case studies in which the investor breaks down each thesis, why the investment made or lost money, the reasoning behind each decision, and what they learned.

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Jermaine's Notes

April 2026

Great case studies on investment decision making. The hit rate of each investor is roughly 50%. They're wrong a lot. Payoff ratio matters most. Read 2026 paperback

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A framework book on the psychological mistakes that undermine investment execution and lead to poor returns, grounded in seven years of real-world return data from top fund managers deploying $25–150 million. The core idea is that a sound investing strategy is not enough—execution of that strategy materially drives outcomes. How investors manage positions after making an investment matters more than prediction accuracy. It’s not just how often they’re right, but how they manage their winners and losers that has an outsized impact on returns.
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