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Guardrails 9 posts · updated Jun 2026

Guardrails.

The expensive mistakes came from process gaps, not the model. These are the guardrails that close them.

5 documented AI failures and catches across these posts, each with its dated screenshot. The evidence →

Posts here are the site's slower layer: the guardrails you keep. The checklists and frameworks that decide how AI fits into a decision, and where it doesn't get a vote. Less what I ran this morning, more what I run every time. Want the quick version? The seven paste-in checks live in the guardrails toolkit.

That includes the whole method in four questions, run end to end on one everyday example, and how to tell if an AI answer is true in 30 seconds. It also covers the money decisions: the five questions I put to AI before buying any stock, the thesis audit I run before selling, and why most AI tool comparisons end in verdicts you can't act on.

The common thread: the discipline matters more than the model. The expensive mistakes in my own record came from process gaps, not tool gaps: holding through an earnings release with no written sell trigger, buying without a thesis I could state in three sentences. The guardrails here exist to close those gaps. The AI checks the work; the checklist makes sure there's work to check.

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