I agree that the question should have been worded better, and yes, it's loaded semantically. But I think it's factually true that for purposes of purchasing happiness, status, lack-of-suffering, preference-satisfaction or most other metrics I can think of that matter to individual people, people are likely to value a dollar more highly if they have fewer of them.

(Yes, I realize that's still operating within a framework, but as soon as you're talking about "what something means to someone" as supposed to "what something is capable of purchasing" you're inherently defining the issue in terms of "what people care about" rather than "what things can purchase," and yes, I think that means the question has a factual answer)