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My box Q (calling fellow math nerds)
So, the previous question was posed as two buttons, but you could rephrase the question. You have $1 mill net worth and there is a button you can press that will give you 50% chance at 100x return and 50% chance at complete loss. Isn't this a question that could be answered with Kelly Criterion? This would be an aggressive strategy and doesn't factor life style differences between 0 and $1 mill, but would still provide an answer.
Further, based on 50% chance you could calculate some multiple where there is not a clear right or wrong answer. I am assuming that $1 mill is vastly greater than anyone's net worth, which is likely fair for 99% of the posters here.
I would do this math but I've been drinking and am lazy.
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