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Paper · arXiv

Instruction Stacking Collapse: A Benchmark and the Capability-Dependent Value of Prompt Compilation

Production prompts rarely carry a single instruction. One system message may require valid JSON, a word limit, three citations, and a fixed tone at the same time. We study how instruction-following degrades as such constraints accumulate. We introduce a benchmark that stacks 24 verifier-checked instructions, one to twenty at a time, and evaluate three production-tier LLMs (Claude Sonnet 4.6, GPT-5-mini, Gemini 2.5 Flash). Instruction-following degrades non-linearly: the follow rate falls from ~96% to as low as 20%, driven by a structured and reproducible set of pairwise conflicts. A single "output JSON" constraint, for example, is jointly unsatisfiable with nine others. We then evaluate a...

AuthorsAtul Anand, Sourav Chattaraj
Primary categorycs.SE
Published31 July 2026
Last updated at source31 July 2026
cs.SEcs.AI
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