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No one does.
I listened to an interesting programme on this years ago based on a study of the wealthy in NYC. I'll see if I can find it.
Tl;Dr is that as you increase wealth your benchmarking shifts. As a result you're permanently aware of never being as wealthy as other people you know.
A bit like being able to afford a nice Trek or a vitsoe desk and shelf, but not being able to afford a Richard Sachs or a full walls worth of shelving.
hugo7
Some lady was on the radio last night saying she had her kids in a private school but she wasn't rich - I doubt she appreciates how rich she actually is compared to the average citizen.
Like that electrician(?) on question time that earned 80k and thought he was average.