 | The Black Swan: The Impact of the Highly Improbable by Nassim Nicholas Taleb
Buy new: $17.63 / Used from: $8.94 A great introduction to the fundamentals of empirical skepticism.
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 | Sextus Empiricus: Outlines of Scepticism (Cambridge Texts in the History of Philosophy) by Sextus Empiricus
Buy new: $26.32 / Used from: $9.43 There's more on the practical use of logic and fallacy detection/refutation in this ancient book than in most modern books combined.
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 | The Halo Effect: ... and the Eight Other Business Delusions That Deceive Managers by Phil Rosenzweig
Buy new: $20.80 / Used from: $2.83 What makes a business popular one day and pariahs the next? The exact same thing! If you're curious, read this.
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 | The Future of Everything: The Science of Prediction by David Orrell
Buy new: $12.89 / Used from: $2.58 Why are weathercasters almost always wrong, and why do people listen to them anyway? This book offers some suggestions.
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 | The Road to Serfdom: Text and Documents--The Definitive Edition (The Collected Works of F. A. Hayek) by F. A. Hayek
Buy new: $11.56 / Used from: $10.22 Skepticism as applied to economics by one of the masters of the art.
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 | Expert Political Judgment: How Good Is It? How Can We Know? by Philip E. Tetlock
Buy used from: $22.99 Skepticism as applied to politics, but with many lessons for all areas of life.
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 | The Strategy Paradox: Why committing to success leads to failure (and what to do about it) by Michael E. Raynor
Buy new: $18.15 / Used from: $1.04 Applying skepticism to corporate strategy.
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 | The Poverty of Historicism (Routledge Classics) by Karl Popper
Buy new: $13.57 / Used from: $8.38 History is a liar! Read this and find out why.
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 | The Misbehavior of Markets: A Fractal View of Financial Turbulence by Benoit Mandelbrot
Buy new: $8.44 / Used from: $5.14 Skepticism in investing.
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 | Fooled by Randomness: The Hidden Role of Chance in Life and in the Markets by Nassim Nicholas Taleb
Buy new: $11.56 / Used from: $4.00 Another round of skepticism in investing.
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 | Against the Gods: The Remarkable Story of Risk by Peter L. Bernstein
Buy new: $13.57 / Used from: $4.50 Excellent and highly readable overview of risk.
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 | When Good Thinking Goes Bad: How Your Brain Can Have a Mind of Its Own by Todd C. Riniolo
Buy new: $12.91 / Used from: $2.52 How to critically evaluate anything.
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 | Your Money and Your Brain: How the New Science of Neuroeconomics Can Help Make You Rich by Jason Zweig
Buy new: $19.76 / Used from: $1.00 A highly useful guide to overcoming your brain's natural tendencies to make bad decisions.
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 | Influence: Science and Practice (5th Edition) by Robert B. Cialdini
Buy new: $16.32 / Used from: $13.25 The only guide you'll need on influence and persuasion techniques.
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 | Extraordinary Popular Delusions & the Madness of Crowds (Wordsworth Reference) by Charles MacKay
Buy new: $7.99 / Used from: $1.31 The classic guide on the fearsome stupidity of crowd mentalities.
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 | Irrational Exuberance by Robert J. Shiller
Buy new: $10.88 / Used from: $7.80 Almost an updated, more scientifically-based version of Charles MacKay's book.
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 | Mobs, Messiahs, and Markets: Surviving the Public Spectacle in Finance and Politics (Agora Series) by William Bonner
Buy new: $17.61 / Used from: $2.64 Kills some sacred cows and makes you wonder why you ever believed in them in the first place.
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