Your breakdown there alone definitely bumped those books up a few notches on my reading list.
Thanks for that.
There's a ton of amazing ideas in his books. Honestly, I feel that antifragility is overrated, in that many people give it more importance than it deserves. Very, very few systems are antifragile, and it's hard to actually apply the concept in every day life.
Taleb's real key insight was distinguishing "fragility" and "resilience" and realizing that these things aren't what they appear.
A wealthy banker making 150k a year might seem to be better off than a poor taxi driver making 30k, but all it takes is one layoff and that banker is FUCKED, whereas nobody can take the taxi driver's living away from him. The driver is resiliant and the banker is fragile.
This isn't a super new insight, but the way he presents it really makes you analyze whether your own situation is fragile or resiliant.