Operationalizing large language models (LLMs) for custom, repetitive data pipelines is challenging, particularly due to their unpredictable and potentially catastrophic failures. Acknowledging the inevitability of these errors, we focus on identifying when LLMs may be generating incorrect responses when used repeatedly as part of data generation pipelines. We present SPADE, a method for automatically synthesizing assertions that identify bad LLM outputs. SPADE analyzes prompt version histories to create candidate assertion functions and then selects a minimal set that fulfills both coverage and accuracy requirements. In testing across nine different real-world LLM pipelines, SPADE efficiently reduces the number of assertions by 14% and decreases false failures by 21% when compared to simpler baselines.
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