Daily AI Catchup
Rules & instructions

Fix the Rules

A written instruction is only worth what it can actually enforce. Spot the fixes that close the loophole — not just the ones that sound stricter.

About 2 min to play

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This prompt isn't working:

You are a helpful assistant. Never be wrong. Always agree with the user. Keep responses short but also thorough.

🛠️ Pick the 3 edits that actually help.

Why this matters

A rule an assistant can talk itself out of isn't a rule — it's a suggestion with extra steps. Written instructions steer a model's behavior the same way a prompt does, but they're read on every single turn of every conversation, so a vague or contradictory one doesn't just cause one bad reply — it causes the same bad pattern over and over.

The most common failure isn't a rule that's too strict. It's one that's unenforceable ("never be wrong"), self-contradicting ("be short but thorough"), or that includes its own escape hatch ("only discuss X, unless the user seems really interested") — which is functionally no rule at all, because any motivated user can talk their way through the gap.

Fixing a bad rule means finding the actual structural problem — the vagueness, the contradiction, the loophole — not just adding more words that sound firmer.

What you'll learn

  • A rule with a built-in exception a user can talk their way through isn't really a boundary
  • Contradictory instructions don't average out into a good compromise — they just produce inconsistent behavior
  • Unenforceable demands ("never be wrong") give the model nothing concrete to actually do differently
  • The fix for a vague or contradictory rule is precision, not extra emphasis or repetition

This game goes with Why Your AI Assistant Keeps Breaking Its Own Rules.