In decision making under uncertainty and risk, worst-case risk assessments are often conducted using maxitive monetary risk measures. In this article, we study maxitive monetary risk measures on the space of all random variables identified modulo almost sure equality. We prove that a monetary risk measure is maxitive and continuous from below if and only if it is a penalized maximum loss. Furthermore, we characterize the maximum loss as the unique maxitive and law-invariant monetary risk measure. We apply the results to large deviation theory by providing a general criterion to establish a sharp large deviation estimate for sequences of probability measures. We use these findings to provide a formula for the asymptotics of the distortion-exponential insurance premium principle under risk pooling.

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