We study the design of risk-sensitive online algorithms, in which risk measures are used in the competitive analysis of randomized online algorithms. We introduce the CVaR$_\delta$-competitive ratio ($\delta$-CR) using the conditional value-at-risk of an algorithm's cost, which measures the expectation of the $(1-\delta)$-fraction of worst outcomes against the offline optimal cost, and use this measure to study three online optimization problems: continuous-time ski rental, discrete-time ski rental, and one-max search. The structure of the optimal $\delta$-CR and algorithm varies significantly between problems: we prove that the optimal $\delta$-CR for continuous-time ski rental is $2-2^{-\Theta(\frac{1}{1-\delta})}$, obtained by an algorithm described by a delay differential equation. In contrast, in discrete-time ski rental with buying cost $B$, there is an abrupt phase transition at $\delta = 1 - \Theta(\frac{1}{\log B})$, after which the classic deterministic strategy is optimal. Similarly, one-max search exhibits a phase transition at $\delta = \frac{1}{2}$, after which the classic deterministic strategy is optimal; we also obtain an algorithm that is asymptotically optimal as $\delta \downarrow 0$ that arises as the solution to a delay differential equation.
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