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The Documentation Trap: Why Your 'AI-Readable' Specs Are Actually Harder to Maintain Than Your Code (opens in new tab)

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You know that sinking feeling. You've spent two weeks meticulously structuring your design documents in MkDocs, adding proper headers, semantic tags, and cross-references. Your AI assistant can parse it perfectly. Your team can navigate it beautifully. And then, three months later, you discover the architecture diagram is two versions behind, the API endpoint references a service that got deprecated in the last sprint, and nobody — including the AI — knows which doc is the source of truth any...

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