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Culture War Roundup for the week of October 24, 2022

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It seems to me that he actually is saying that black people hanging around as slaves was a result of "mental enslavement." And that this enslavement continues today.

Which seems like something that is either true in a banal sense (if you are facing a larger and more technologically advanced civilization that will brutalize you for trying to escape are you "mentally enslaved" in any way similar to what we face today? Or are you just enslaved*) or just outright stupid (said technologically superior foe literally publicly mangling you if you try to leave makes it not a choice)

I don't think it's banal or stupid. Compare this quote, ending with "If...if...We didn't love freedom enough. And even more – we had no awareness of the real situation.... We purely and simply deserved everything that happened afterward.” If there's a difference between that quote, written by a former slave about other slaves, and Kanye's statement, I'm not seeing it.

This is how people who are serious about learning from the past engage with their past mistakes: focus on that which is within one's own control, on the choices one is presented with.

You are entirely correct that it's difficult to pull off. That's why it's important to make the decisions in advance, to cultivate the proper mindset, the proper cultural technology, rather than attempting to put it together ad hoc once the fetters are on your wrists.