Yeah, probably fault due to my own ignorance/bubble in which I live. But I like reading controversial but cleverly put together essays. I like it when someone challenges my own views with a well thought through argument, because that is the best way to either learn something new, or at least learn to understand other people better. So either way I feel like I always walk away as a winner whether I agree or disagree in the end. Thanks for the recommendation!
Try Chesterton then. A little old but still relevant. E.g. could try Heretics.
Or almost anything by Orwell; his crankiness knows no limits.
He's just one of today's "Lucky 10.000"[0]
[0] - https://xkcd.com/1053/
And his writing has improved.
Skin in the Game is the example heavy companion/ follow up to the more technical antifragile.