gwern comments on Explicit and tacit rationality - Less Wrong
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I don't know what population-wide aggregates might look like. At least in Silicon Valley, there apparently are many people who have retired early and have the ability and inclination to express any dissatisfaction online in places where I might read them, but I can't think of any who have said things like "My life has been miserable since I cashed out my millions of dollars of Google shares and I have nothing to do with myself."
Retiring early means you have the money for doing a great many things, and you are still in physical & mental shape to enjoy it; Twain:
And what factors enabled this early retirement in the first place? A motivated intelligent person (albeit with a bad appetite for risk and inability to cash out) can find plenty of rewarding things to occupy themselves with, like charity or education. Steve Woziak and Cliff Stoll immediately come to mind, but I'm sure you can name others.
There's a selection effect on such wishes, though. Only a small fraction of humans ① survive to such an age and ② retire with "privileges and accumulations"; many who would desire such a goal do not achieve it.
I don't follow. Everyone has wishes, the people who retire without privileges and accumulations tend to have started without privileges and accumulations but the opposite is not true (the elderly are wealthier than the young).