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Loophole: Adversarial Agents To Stress Test Your Morality — Brendan Rappazzo, Morgan Stanley

Loophole is an AI project by Brendan Rappazzo that tests whether written rules actually match what you believe is moral.

You describe your values in plain language, one AI turns them into formal rules, and then two opposing agents hunt for gaps: one searches for things that are immoral but legal, the other for things that are moral but illegal. A judge agent determines whether it's just poorly worded or a genuine contradiction in your values that needs your attention. The project explores several directions, including moral instructions for chatbots, contract analysis, and a simulator that rewrites legislation until it could pass the US Senate.

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