This old slatestarcodex post is fascinating to revisit in the context of everything that has happened in the 7 years since it was written:

https://slatestarcodex.com/2016/07/25/how-the-west-was-won/

Since the first time I read the post, I've probably become somewhat less confident in the idea that high-entropy cultures are almost always better.

And I feel like that's a common update coming out of recent trends: trumpism and wokeness have both proven themselves high-entropy, and it's kinda hard to approve of both.

The only thing with high entropy connected to wokeness is its definition. The term is absolutely meaningless, and its users just bolster right-wing politics.