Teach enough judgment that the rules can eventually be questioned responsibly.

Rules are compressed judgment, useful precisely because they let people act well before they understand why. The trouble is that rules taught without their reasoning become permanent, and nobody can tell the sound ones from the outdated ones. Teaching the underlying judgment is what makes responsible questioning possible rather than mere rule-breaking.

When you hand someone a rule, hand them the reason and the conditions it assumes. Then let them challenge it. A rule that survives that conversation is stronger for it.