Book · How to decide
Fooled by Randomness
Nassim Nicholas Taleb · 2001
On the human inability to distinguish skill from luck, written by a trader with no patience for people who cannot.
Why it is here
The argument is that in domains with high randomness, outcomes tell you very little about process, and that our instinct to construct explanations for successful people is close to worthless. Angel investing is such a domain, and this book is the sharpest available statement of the problem.
It should be read directly alongside our angel legends section, which is a catalogue of extraordinary outcomes and says so. Every one of those stories has an explanatory narrative attached to it, and this book is the corrective for how much weight to give it.
The tone is combative and a lot of people find it insufferable. That is a fair reaction and it does not make the argument wrong.
Read it if
You have ever read about a successful investor and tried to work out what they did right.
Skip it if
You cannot tolerate a confrontational authorial voice — the substance is genuinely good and the delivery is an acquired taste.