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If whole top of Silicon Valley is "counterculture", that word has no meaning.

> Really difficult for me to name anyone who’s caused more impact / disruption than the list of names here.

And from that you make the conclusion they are "counterculture"? I don't think it means what you think it means.

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> a group whose values, norms, and behaviors actively oppose and reject those of mainstream society

Basically every name listed meets this definition

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Are you trying to imply that Jeff Bezos and Mark Zukerberg are counterculture in some way? What?
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Correct, but I wasn’t trying to imply it, I stated it outright.
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So anyone that creates a new business that is successful is inherently counter cultural?
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These people in fact are some of the principal figures dictating the dominant culture and status quo.
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In what way? The dominant culture hates them.
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No it doesn't. Fashionable people pretending to be counter-cultural love to talk about hating them, but look how many people are on Facebook, how many are using Amazon, how many are using Google products. Consider that "google" is now a verb and literally everyone knows what it means. The part of dominant culture is to show one's "independence" and "free-mindedness" by saying some words about how all those people are oh so awful - and then go and consume the products they make, exactly in the way the want you to use them, and pay a lot of money for it. That's no more "counter-culture" than a multi-millionaire Hollywood actor dressing in a six-figure dress and showing up at a six-figure-per-ticket gala to protest "the elites" is "counter-culture". It's just the elites' LARPing.
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