Abstract
SQL has been augmented with AI operators, enabling modern data analytics platforms to drive insights from both structured and unstructured data. We observe that while current Text-to-SQL systems can successfully generate these AI-augmented queries using in-context examples, the real challenge is evaluation. Traditional metrics, which rely on exact query results and deterministic execution, systematically fail against the flexible, non-deterministic outputs of embedded LLMs. In this paper, we formalize these unique evaluation failure modes and introduce a Multilayered Evaluation Framework that decouples deterministic relational database logic from flexible AI operator semantics. Using SemBench, a multimodal benchmark for SQL with AI operators, we demonstrate that traditional Execution Accuracy severely penalizes valid queries (achieving only a 36% detection rate for correct translations), even though our generator produces 70% production-viable queries. Furthermore, even state-of-the-art LLM-based auto-raters falsely reject 24% of valid queries due to the complexity of evaluating hybrid logic simultaneously. In contrast, our framework achieves a 100% detection rate on correct queries and a 91% success rate in identifying flawed translations, establishing a reliable standard for benchmarking AI-powered SQL generators.