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The Most Expensive Question Investors Ask
Yahoo Finance· 2026-01-24 17:01
Core Insights - Legacy conglomerates often trade at discounts due to complexity obscuring accountability, leading to a perception of value that may not be realized as cash flow diminishes [1] - Investors frequently anchor to their original purchase price, which can distort their judgment and lead to poor investment decisions [2] - The distinction between averaging down and cutting losses is crucial, as averaging down can exacerbate errors in declining businesses [4][5] Investment Strategies - Averaging down may seem rational if a business remains intact, but it often fails in practice, especially when stocks decline for structural reasons [3] - Cutting a losing position is about protecting capital and reallocating it to better opportunities, rather than avoiding the pain of loss [5][6] - A stock should be sold when the underlying investment thesis breaks down, not merely due to price changes [6] Structural Considerations - The most critical variable in investment decisions is structure, which can lead to structural alpha when changes occur for mechanical reasons rather than fundamental deterioration [7][8] - Spinoffs often present unique opportunities as they are initially sold indiscriminately, leading to potential mispricing that can be capitalized on once the underlying fundamentals improve [9][10] - Successful spinoffs require more than just separation; they need effective management, clear strategy, and a competitive moat to create real value [11] Decision Framework - A simple framework for investment decisions involves asking three key questions regarding the improvement of structure, the strength of the thesis, and the clarity of value realization [12][15] - The best investment opportunities lie in environments where structural dislocations occur, such as spinoffs and breakups, rather than in trying to average down or cut losses in declining markets [14]