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Re:Why we should care about the Nate Silver vs. Nassim Taleb... by mturmon on Tuesday December 18, 2018 @11:34AM (#18707892)
This is a smart observation. There has been some theoretical work on the intersection of game theory and uncertainty quantification [1]. One part of it is a mathematical take on what you described - you have a system which is not pricing risk correctly, due over-confidence in model predictions. If so, there should be money to be made in placing bets on that system.

[1] https://arc.aiaa.org/doi/pdf/10.2514/6.2017-1092

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