Conversational search systems, such as Google Assistant and Microsoft Cortana, enable users to interact with search systems in multiple rounds through natural language dialogues. Evaluating such systems is very challenging given that any natural language responses could be generated, and users commonly interact for multiple semantically coherent rounds to accomplish a search task. Although prior studies proposed many evaluation metrics, the extent of how those measures effectively capture user preference remains to be investigated. In this paper, we systematically meta-evaluate a variety of conversational search metrics. We specifically study three perspectives on those metrics: (1) reliability: the ability to detect actual performance differences as opposed to those observed by chance; (2) fidelity: the ability to agree with ultimate user preference; and (3) intuitiveness: the ability to capture any property deemed important: adequacy, informativeness, and fluency in the context of conversational search. By conducting experiments on two test collections, we find that the performance of different metrics varies significantly across different scenarios whereas consistent with prior studies, existing metrics only achieve a weak correlation with ultimate user preference and satisfaction. METEOR is, comparatively speaking, the best existing single-turn metric considering all three perspectives. We also demonstrate that adapted session-based evaluation metrics can be used to measure multi-turn conversational search, achieving moderate concordance with user satisfaction. To our knowledge, our work establishes the most comprehensive meta-evaluation for conversational search to date.
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