I mean, sometimes questions have assumed context that make it harder to understand or answer correctly. I don't think how money works is an obscure topic among contemporary Internet using people.
I think "rhetorical questions" are either a subcategory or close relative of reading comprehension. When someone says "who watches the watchmen?" they're not looking for a literal "Bob, cuz that's his hobby, got a police scanner and everything" answer. You're supposed to think about it and make some connections.
Rhetorical questions in the style of the OP go back thousands of years. Being unfamiliar with this concept is not great. Maybe not a reading comprehension problem, strictly, but poor literacy.
And for your dice question is "weight the dice" not an acceptable answer?