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The Hidden Skill Most AI Models Still Fail At
You ask a model to write an email, then pause and say, "Actually, is this topic too obscure?" A good model answers the question. A bad one splices it right into the draft. This episode unpacks this surprisingly common failure mode — what cognitive abilities it requires, why it's not being measured, and how to build a rigorous benchmark for it. We explore pragmatic reasoning, discourse parsing, theory of mind, and conversation state management, plus the four levels of failure from direct contamination to frame collapse. Featuring a proposed Multi-Level Conversation Boundary Test (MCBT) that…
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