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Technologos comments on If reason told you to jump off a cliff, would you do it? - Less Wrong
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Indeed. Maybe start with Rationality is Systematized Winning. Giving a few examples of people failing at rationality is not an effective criticism of rationality.
Taleb's books are interesting and he makes quite a few good points but the man has a lot of flaws. Eric Falkenstein sums up the case against him quite well.
I maintain that, of all the paradigm-altering and life-improving concepts I've gained from the sequences, the one derived from that post was the most important.
Literally nothing else we do here makes sense without it.