gjm comments on 2013 Less Wrong Census/Survey - Less Wrong
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My guess is that if lots of people give the same passphrase and one of them wins the draw, Yvain will simply hold another draw among the people who claim to have won.
Also, for the sums we're talking about I bet your utility is close enough to linear that the difference between (say) "certainly $5" and "$60 with probability 1/12" is very small. (Perhaps it feels larger on account of some cognitive bias, though introspecting I think the two really feel basically equivalent to me.)
Hrm. Damn, that would be a sane solution and obviates both my mucking about and your own.
My net utility for winning is as close to zero as makes no difference; I make enough that it's unimportant, so the marginal value of the money is probably worth less than the time it would take to arrange the exchange. My utility for playing amusing games with systems of this sort is rather higher, however.