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prase comments on How likely is Peter Thiel's investment into seasteading to pay off? - Less Wrong
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Assuming that your debate partner knows such an elementary fact as that Israel exists isn't careless, it's what charitable interpretation is supposed to be based on.
These are not mutually exclusive. It is indeed charitable, but one should make assumptions, even charitable ones, only when they are necessary to proceed. And it was hardly necessary to assume what the person was saying in my very request for clarification, since the point of the clarification was to obviate the need to make any such assumptions.
It's hardly ever necessary to make assumptions; one can always proceed with literal interpretation of what has been said. But one shouldn't. We have probably different preferences as for debating style.