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The blog post "Kelly Can't Fail" argues against the common misconception that the Kelly criterion is dangerous due to its potential for large drawdowns. It demonstrates that, under specific idealized conditions (including continuous trading and accurate knowledge of the true probability distribution), the Kelly strategy cannot go bankrupt, even when facing adverse short-term outcomes. This "can't fail" property stems from Kelly's logarithmic growth nature, which ensures eventual recovery from any finite loss. While acknowledging that real-world scenarios deviate from these ideal conditions, the post emphasizes the theoretical robustness of Kelly betting as a foundation for understanding and applying leveraged betting strategies. It concludes that the perceived risk of Kelly is often due to misapplication or misunderstanding, rather than an inherent flaw in the criterion itself.

The blog post "Kelly Can't Fail," authored by John Mount and published on the Win-Vector LLC website, delves into the oft-misunderstood concept of the Kelly criterion, a formula used to determine optimal bet sizing in scenarios with known probabilities and payoffs. The author meticulously dismantles the common misconception that the Kelly criterion guarantees success, emphasizing that its proper application merely optimizes the long-run growth rate of capital, not its absolute preservation. He accomplishes this by rigorously demonstrating, through mathematical derivation and illustrative simulations coded in R, that even when the Kelly criterion is correctly applied, the possibility of experiencing substantial drawdowns, or losses, remains inherent.

Mount begins by meticulously establishing the mathematical foundations of the Kelly criterion, illustrating how it maximizes the expected logarithmic growth rate of wealth. He then proceeds to construct a series of simulations involving a biased coin flip game with favorable odds. These simulations vividly depict the stochastic nature of Kelly betting, showcasing how even with a statistically advantageous scenario, significant capital fluctuations are not only possible but also probable. The simulations graphically illustrate the wide range of potential outcomes, including scenarios where the wealth trajectory exhibits substantial declines before eventually recovering and growing, emphasizing the volatility inherent in the strategy.

The core argument of the post revolves around the distinction between maximizing expected logarithmic growth and guaranteeing absolute profits. While the Kelly criterion excels at the former, it offers no safeguards against the latter. This vulnerability to large drawdowns, Mount argues, stems from the criterion's inherent reliance on leveraging favorable odds, which, while statistically advantageous in the long run, exposes the bettor to the risk of significant short-term losses. He further underscores this point by contrasting Kelly betting with a more conservative fractional Kelly strategy, demonstrating how reducing the bet size, while potentially slowing the growth rate, can significantly mitigate the severity of drawdowns.

In conclusion, Mount's post provides a nuanced and technically robust explanation of the Kelly criterion, dispelling the myth of its infallibility. He meticulously illustrates, using both mathematical proofs and computational simulations, that while the Kelly criterion provides a powerful tool for optimizing long-term growth, it offers no guarantees against substantial, and potentially psychologically challenging, temporary losses. This clarification serves as a crucial reminder that even statistically sound betting strategies are subject to the inherent volatility of probabilistic outcomes and require careful consideration of risk tolerance alongside potential reward.