ciphergoth comments on Things I Wish They'd Taught Me When I Was Younger: Why Money Is Awesome - Less Wrong
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I really don't think it works for them - they keep changing their up their peers until they're not high status any more.
Not high-status within their peer group anymore, you mean. I've heard people talk about this, and for many of them it may not be what they really want, but some people may value being part of a high-status peer group.
(What we really want to know is this: how often do people set out to make money with one purpose in mind, but get sucked into spending more and more money on positional goods they didn't originally want?)