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title: How I think about search description: Problem-level principles behind reliable retrieval in regulated domains: the answer is the wrong output, the judge diagnoses instead of scores, and entity types are a competing set.


How I think about search

Three principles behind how I design and evaluate retrieval systems for high-stakes documents. Not case studies: the way of thinking, with the mechanism shown.

  • In regulated search, the answer is the wrong output


    Why lawyers, doctors, and auditors need ranked, traceable evidence, not a generated paragraph, and how that reframes the whole architecture.

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  • The judge does not score. The judge diagnoses.


    Two competent LLM graders can disagree by 20+ points on the same answers. A layered evaluation that separates retrieval, generation, and stability failures instead of collapsing them into one number.

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  • Entity types are a competing set


    You can't recognize persons without modeling cities and companies: the same string is all three. A principle from rule-based extraction that decides whether an LLM schema is actually separable.

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