Yeah, they'd both lack background knowledge to RP the conversation and would also, I presume, be much less willing to lose the money than if they'd ventured the bet themselves. Higher-stakes games are hard enough already (I was 1 for 3 on those when I called a halt). And if it did work against that demographic with unsolicited requests (which would surprise me) then there would be, cough, certain ethical issues.
And if it did work against that demographic with unsolicited requests (which would surprise me) then there would be, cough, certain ethical issues.
Really? Even if the money goes to existential risk prevention?
Update 2013-09-05.
I have since played two more AI box experiments after this one, winning both.
Update 2013-12-30:
I have lost two more AI box experiments, and won two more. Current Record is 3 Wins, 3 Losses.