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Dr. Ernest Chan, founder of QTS Capital Management, discusses the intersection of tail risk hedging and machine learning. He explains his history with machine learning and how modern approaches can help overcome overfitting issues. Dr. Chan applies machine learning as a risk management layer on QTS’s tail reaper program, an intraday trend following model designed for crisis periods. By using an intraday breakout strategy on S&P E-mini futures, he captures market movements during periods of large volatility. The risk management layer uses machine learning to determine the probability of a profitable trade. Dr. Chan highlights the effectiveness of this approach in distributing tail risk and emphasizes the importance of appropriate hedge ratios.