They say money doesn't buy happiness, but I disagree

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Pretty sure it means that not all problems are solved with money. If one has self loathing to the point they need to inflict suffering on others, money isn't going to fix that.

Or in the case of Trump or countless people like him, why so desperate to get another million, or sticking with jobs they don't care for. Or bothering to seek public approval?

Mind you I don't think the rich are in danger of going broke even with vanity spends, but I imagine if they stick to necessities and only luxuries of a personal nature, they could afford to live comfortably without tax breaks.
Amalgam Universe resident Born in 82.