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We consider the problem of constructing a least conservative estimator of the expected value of a non-negative heavy-tailed random variable. We require that the probability of overestimating the expected value is kept appropriately small; a natural requirement if its subsequent use in a decision process is anticipated. In this setting, we show it is optimal to estimate by solving a distributionally robust optimization (DRO) problem using the Kullback-Leibler (KL) divergence. We further show that the statistical properties of KL-DRO compare favorably with other estimators based on truncation, variance regularization, or Wasserstein DRO.

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