Data-driven decision-making under uncertainty with entropic risk measure

The entropic risk measure is widely used in high-stakes decision making to account for tail risks associated with an uncertain loss. With limited data, the empirical entropic risk estimator, i.e. replacing the expectation in the entropic risk measure with a sample average, underestimates the true risk. To debias the empirical entropic risk estimator, we propose a strongly asymptotically consistent bootstrapping procedure. The first step of the procedure involves fitting a distribution to the data, whereas the second step estimates the bias of the empirical entropic risk estimator using bootstrapping, and corrects for it. We show that naively fitting a Gaussian Mixture Model to the data using the maximum likelihood criterion typically leads to an underestimation of the risk. To mitigate this issue, we consider two alternative methods: a more computationally demanding one that fits the distribution of empirical entropic risk, and a simpler one that fits the extreme value distribution. As an application of the approach, we study a distributionally robust entropic risk minimization problem with type-$\infty$ Wasserstein ambiguity set, where debiasing the validation performance using our techniques significantly improves the calibration of the size of the ambiguity set. Furthermore, we propose a distributionally robust optimization model for a well-studied insurance contract design problem. The model considers multiple (potential) policyholders that have dependent risks and the insurer and policyholders use entropic risk measure. We show that cross validation methods can result in significantly higher out-of-sample risk for the insurer if the bias in validation performance is not corrected for. This improvement can be explained from the observation that our methods suggest a higher (and more accurate) premium to homeowners.