I thought Black Swan was fairly meaningless. It started to raise some interesting ideas about the effect of "black swan" events but then failed to give any insight into dealing with or preparing for those effects beyond vague generalities. I did learn how Taleb likes lifting weights and refuses to run for a bus though.
"It started to raise some interesting ideas about the effect of "black swan" events but then failed to give any insight into dealing with or preparing for those effects beyond vague generalities"
that is exactly what Antifagile, the book he wrote after does
I like Taleb but I feel most of the ideas from his books can be written in 10 pages. Although to be fair that's true for most modern non-fiction books.
Thinking Fast and Slow
The Organized Mind
The Vital Question by Nick Lane.
The Beginning of Infinity by David Deutsch