Research and development on conversational recommender systems (CRSs) critically depends on sound and reliable evaluation methodologies. However, the interactive nature of these systems poses significant challenges for automatic evaluation. This paper critically examines current evaluation practices and identifies two key limitations: the over-reliance on static test collections and the inadequacy of existing evaluation metrics. To substantiate this critique, we analyze real user interactions with nine existing CRSs and demonstrate a striking disconnect between self-reported user satisfaction and performance scores reported in prior literature. To address these limitations, this work explores the potential of user simulation to generate dynamic interaction data, offering a departure from static datasets. Furthermore, we propose novel evaluation metrics, based on a general reward/cost framework, designed to better align with real user satisfaction. Our analysis of different simulation approaches provides valuable insights into their effectiveness and reveals promising initial results, showing improved correlation with system rankings compared to human evaluation. While these findings indicate a significant step forward in CRS evaluation, we also identify areas for future research and refinement in both simulation techniques and evaluation metrics.
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