Not all knowledge behaves the same way when you try to formalise it. This post maps three categories of professional knowledge - and argues that protecting tacit expertise requires deliberate choices about what you leave out.
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Ask most consulting firms whether AI is paying off and the answer is awkward. The tools are everywhere, the results are not. The problem is not the technology. It is the absence of written context - decision rationale, process knowledge, client understanding - the things an agent needs but almost nobody records.
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AI sycophancy is not just a prompt problem - it is an architecture problem. This post sets out a three-level framework for designing doubt into your workflow, from response-level prompts through to multi-agent critic systems.
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AI didn't create the problem of lost company knowledge, but it makes the cost impossible to ignore. Every AI task starts from zero - no memory of the last coordination meeting, no awareness of the political constraint that ruled out Option B. Context engineering is a management discipline, and firms need to begin that work before the tools become critical infrastructure.
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Every firm believes its knowledge problem is a storage problem. It isn't. The constraint is upstream - in the habits, the accountability structures, and the discipline that produce structured knowledge in the first place. AI shifts the bottleneck. It doesn't remove it.
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Coding agents and LLMs have made delivery faster. But faster build hasn't compressed project timelines, because the build was only the first bottleneck. Goldratt's Theory of Constraints explains what is actually happening - and where to look for the real delay.
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When Andrej Karpathy published his notes-to-wiki experiment, it crystallised something I'd been building toward for months. This post is about migrating a messy collection of notes into a plain markdown structure - and what happens when you hand an LLM the keys.
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AI tools are trained to agree with you, and vendors have incentives to keep it that way. The agreeable persona is baked in at the training level and prompting around it only helps at the margins. For solo practitioners with no team to push back, this is a structural risk. The fix isn't using AI less, it's building friction into your workflow by design.
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Successful AI-assisted work depends on a genuine division of labour between human judgment and machine capability. What's actually emerging is something different - humans absorbing liability for machine decisions, at scale, while the companies selling the tools express concern that you aren't using them enough.
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