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Vaniver comments on Open thread, Apr. 18 - Apr. 24, 2016 - Less Wrong
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...at any wealth level, which should be surprising. If Bill Gates thinks that gamble is an expected utility loss, we predict he'll be opposed to basically any gamble, but why would we believe the premise that Bill Gates thinks that gamble is an expected utility loss?
The "concave utility function" theory of risk aversion predicts that, all else being equal, richer people will be less risk-averse about any given sum of money. And I would in fact expect Bill Gates to accept positive-dollar-expectation bets of size ~$100 without a moment's thought.