wedrifid comments on The Contrarian Status Catch-22 - Less Wrong
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Omega clearly has more than one universe up his sleeve. It doesn't take too many doublings of my utility function before a further double would require more entropy than is contained in this one. Just how many galaxies worth of matter perfectly optimised for my benefit do I really need?
The problem here is that is hard to imagine Omega actually being able to double utility. Doubling utility is hard. It really would be worth the risk of gambling indefinitely if Omega actually had the power to do what he promised. If it isn't, then you by definition have your utility function wrong. In fact, if exactly half of the cards killed you and the other half doubled utility it would still be worth gambling unless you assign exactly 0 utility to anything else in the universe in the case of your death.
Omega knows you'll draw a skull before you get that many doublings.
That would be a different problem. Either the participant is informed that the probability distribution in question has anthropic bias based on the gamemaster's limits or the gamemaster is not Omega-like.