The Return of Human Error

The period of market efficiency’s conquest coincided with fundamental academic resistance emerging from psychology (Social Dynamics lens). Daniel Kahneman and Amos Tversky demonstrated through rigorous experiments that human judgment deviates systematically from the dictates of Statistical Man. Humans use cognitive shortcuts (heuristics) that often lead to “severe and systematic errors,” preferring simple mental rules to complex statistical calculation. Richard Thaler embraced this “mess” of human nature, arguing that economics must account for phenomena like the “endowment effect” (valuing what one owns more than what one might acquire) and conflicting internal priorities (wanting immediate gratification vs. saving for the future). Their “prospect theory” showed that real decision-making involved a “herky-jerky” curve that valued current wealth and remote probabilities differently than rational models assumed.

Prospect Theory

Kahneman and Tversky reveal humans value current wealth and probabilities differently than rational models

Volatility and the Arbitrage Paradox

The Most Remarkable Error

This behavioral critique provided a framework to interpret anomalies that defied the EMH. Robert Shiller, a mathematically sophisticated economist, challenged the EMH where it claimed its greatest victory: the purity of price. Comparing stock prices to the subsequent changes in underlying dividends, Shiller conclusively showed that stock prices were “vastly more volatile” than could be justified by changes in fundamentals. Shiller declared the leap from hard-to-predict prices to the conviction that those prices must be fundamentally correct “one of the most remarkable errors in the history of economic thought”. This critique, championed by Lawrence Summers, focused the debate on the existence of noise—trading based on rumors or emotion, rather than information—that caused prices to stray significantly from intrinsic value.

Excess Volatility

Robert Shiller proves stock prices are vastly more volatile than fundamental values justify

The Limits to Arbitrage

The central defense of EMH against irrationality had always been that rational, profit-seeking arbitrageurs would instantly correct any mispricings. However, Andrei Shleifer and Robert Vishny (Policy and Critique lens) delivered the intellectual death blow to this assumption. They demonstrated that even the most rational arbitrageurs are constrained by two key factors: capital limits and career risk. Arbitrage strategies often require managers to bet against market trends, and if the mispricing worsens before it corrects, fund managers (who manage other people’s money) face redemptions and job loss. The result: arbitrage is weakest precisely when it is needed most—when the market is at its “craziest”. This meant that market forces allowed “irrational market forces can sometimes be just as pervasive as the rational ones”.

Limits to Arbitrage

Shleifer and Vishny show arbitrageurs are constrained by capital limits and career risk

Black Monday and Fat Tails

The theoretical failure of arbitrage was dramatically confirmed by the 1987 crash (Technological History lens). New mathematical tools, particularly portfolio insurance, had been designed using Black-Scholes assumptions (a bell curve distribution and continuous trading) to automatically hedge against declines. However, when prices began to fall, the automated selling by portfolio insurers—which had grown to manage $50 billion—compounded the panic, driving prices down further in a massive feedback loop. The sheer magnitude of the 23% one-day decline meant the event was statistically impossible under the assumption of normal price distribution; it was a “25-standard deviation move”. Mathematician Benoit Mandelbrot had warned that financial markets exhibit “fat tails,” showing huge leaps and plunges that statistical models ignored for the sake of convenience. The crash exposed that the finance industry’s quantification of risk was fundamentally inadequate and reliant on “a false sense of security”.

23%

Black Monday 1987: single-day market decline statistically impossible under normal distribution

$50 Billion

Portfolio insurance strategies managing this amount contributed to 1987 crash feedback loop

A Theory Under Siege

By the 1990s, the efficient market hypothesis was a theory under siege. The behavioralists provided powerful explanations for human irrationality, Shiller and Summers proved excess volatility, and Shleifer identified the economic constraints that prevented arbitrage from functioning perfectly. Yet, despite the growing body of contradictory evidence and admissions by its own adherents, the rational market framework remained academically dominant. It had to be taught because it provided the necessary equilibrium framework needed to discuss asset pricing, even if the result was a theory often found to be “precisely wrong”. The intellectual stage was set for a decade where the market’s irrationality became spectacular, further complicating the struggle between the rational ideal and the behavioral reality.