I'm also interested in the logistics of a gift this large. I mean, Bezos would have to pay a large gift tax for gifts sent directly to individuals. Obviously he can afford it, but curious if there was some attempt to save on taxes if the end desire is for all of this money to go to charity.
I expect people to try to bend rules to their advantage, and I expect rule-makers to not concede. I don't blame soccer players for taking a dive when it helps improve the odds of pulling a card; I blame FIFA for not putting in rules to disincentivize this behavior (though in soccer in particular, this is changing).
The idea of a billionaire spending time minmax-ing their donations seems highly unlikely.