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Use when facing complex decisions, architectural trade-offs, philosophical questions, or any problem requiring deep analysis before action. Use when the user asks to "think deeply", "question assumptions", "analyze from first principles", "challenge this decision", debates between two approaches (e.g. monolith vs microservices, build vs buy, SSR vs CSR), or invokes /socrates. Also triggered when other skills need a thinking engine for rigorous pre-analysis. Even if the problem seems simple, if there are hidden assumptions worth examining, this skill applies.