I agree that there isn’t an “obvious” set of assumptions for the latter question that yields a unique answer. And granted I didn’t really dig into why entropy is a good measure, but I do think it ultimately yields the unique best guess given the information you have. The fact that it’s not obvious is rather the point! The question has a best answer, even if you don’t know what it is or how to give it.
I agree that there isn’t an “obvious” set of assumptions for the latter question that yields a unique answer. And granted I didn’t really dig into why entropy is a good measure, but I do think it ultimately yields the unique best guess given the information you have. The fact that it’s not obvious is rather the point! The question has a best answer, even if you don’t know what it is or how to give it.