The problem wasn't that my rules were bad. The problem was I had no idea if they were being followed.

I had 15 rules for my AI assistant. "Think before acting." "Check context before asking." "Capture learning after complex tasks." Good rules. Important rules.

After 30 sessions, I finally checked: my "think before acting" rule had been followed exactly zero times.

Not because the AI was ignoring it. Because the rule was a wish — not a verifiable constraint. It had no teeth.

The TDD Insight Nobody Applied to AI Config