Real-World Summarization: When Evaluation Reaches Its Limits

We examine evaluation of faithfulness to input data in the context of hotel highlights: brief LLM-generated summaries that capture unique features of accommodations. Through human evaluation campaigns involving categorical error assessment and span-level annotation, we compare traditional metrics, trainable methods, and LLM-as-a-judge approaches. Our findings reveal that simpler metrics like word overlap correlate surprisingly well with human judgments (Spearman correlation rank of 0.63), often outperforming more complex methods when applied to out-of-domain data. We further demonstrate that while LLMs can generate high-quality highlights, they prove unreliable for evaluation as they tend to severely under- or over-annotate. Our analysis of real-world business impacts shows incorrect and non-checkable information pose the greatest risks. We also highlight challenges in crowdsourced evaluations.