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army1987 comments on Rationality Quotes July 2013 - Less Wrong
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That's not the case for all the people who have been poor and have been rich (see e.g. certain lottery winners).
I guess it largely depend on how one became rich, as well as how one spends the money.
Rich can be worse than poor, knowledge can be worse than ignorance, sickness can be better than health, and death can be better than life. But none of these are the way to bet.
It is also worth considering the relevant causal graph. Wealth --> Happiness allows of such exceptions. But what do they look like in terms of the causal graph Wealth --> Happiness <-- Character? If someone can't handle a sudden accession of money, is it the money or their personal failings that should be blamed? If you see a friend in that situation, do you advise them to get rid of their money or learn to handle it better?
It depends on how good each option would be if it succeeded, and how likely it would be to succeed.