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Roxolan comments on I attempted the AI Box Experiment again! (And won - Twice!) - Less Wrong Discussion
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Provided people keep playing this game, this will eventually happen anyway. And if in that eventual released log of an AI victory, the gatekeeper is persuaded by less compelling strategies than yours, it would be even easier to believe "it couldn't happen to me".
Secondly, since we're assuming Oracle AI is possible and boxing seems to be most people's default strategy for when that happens, there will be future gatekeepers facing actual AIs. Shouldn't you try to immunize them against at least some of the strategies AIs could conceivably discover independently?
The number of people actually playing this game is quite small, and the number of winning AIs is even smaller (to the point where Tuxedage can charge $750 a round and isn't immediately flooded with competitors). And secrecy is considered part of the game's standard rules. So it is not obvious that AI win logs will eventually be released anyway.
A round seems to need the 2 hours on the chat but also many hours in background research. If we say 8 hours background research and script writing that would equal $75/hour. I think that most people with advanced persuasion skills can make a higher hourly rate.