This paper proposes a novel framework for identifying an agent's risk aversion using interactive questioning. Our study is conducted in two scenarios: a one-period case and an infinite horizon case. In the one-period case, we assume that the agent's risk aversion is characterized by a cost function of the state and a distortion risk measure. In the infinite horizon case, we model risk aversion with an additional component, a discount factor. Assuming the access to a finite set of candidates containing the agent's true risk aversion, we show that asking the agent to demonstrate her optimal policies in various environment, which may depend on their previous answers, is an effective means of identifying the agent's risk aversion. Specifically, we prove that the agent's risk aversion can be identified as the number of questions tends to infinity, and the questions are randomly designed. We also develop an algorithm for designing optimal questions and provide empirical evidence that our method learns risk aversion significantly faster than randomly designed questions in simulations. Our framework has important applications in robo-advising and provides a new approach for identifying an agent's risk preferences.
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