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Gabe replied:

I read an interesting book called the Nineties that talks about this. Here is a quote about selling out. “ did not simply mean someone was trying to sell something in order to get rich. It meant someone was compromising the values they espoused in exchange for something superficial (which was usually money, but not always).” It goes on to say that by the year 2020 it was almost impossible to explain to a young person what the term literally expressed. Pretty wild.

Tycho replied:

It's on par with "Luddites" becoming synonymous with protohuman neanderthals pure as a result of fervent corporate wishing. Well, wishing, plus a relentless, startlingly expensive information war I guess.