When Apple released its Shuffle feature for iPods, users were deceived by the true randomness of its playback; songs from the same album or artist were often grouped by chance. Complaints led Steve Jobs to alter the device’s programming and begin offering Smart Shuffle, which allowed users to adjust the likelihood of hearing similar songs in a row. “We’re making it less random,” he said, “to make it feel more random.”

A twelfth-century-BC Chinese king consulted an oracle and was told his lucky charm would not be a tiger, dragon, bear, or leopard but rather a wise counselor. He soon came upon a sagacious old man fishing in the river and conscripted him into service. It is said the man’s virtue was such that he fished not with a hook but with a straight piece of iron; acknowledging his integrity, fish impaled themselves voluntarily.

“The contempt of risk and the presumptuous hope of success are in no period of life more active than at the age at which young people choose their professions,” wrote Adam Smith in 1776. “How little the fear of misfortune is then capable of balancing the hope of good luck.”

According to Pliny, after an oracle predicted Aeschylus would die from being hit by a falling house, the poet began “trusting himself only under the canopy of the heavens.” His precaution was futile; he was killed that day when hit by a tortoise dropped from the sky by a hungry eagle eager to crack open its shell.

In July 2003 details leaked of a new venture from the Defense Advanced Research Projects Agency: an online market for financial speculation on possible terrorist attacks, assassinations, and coups. “Futures markets have proven themselves to be good at predicting such things as elections results,” the Defense Department argued. “They are often better than expert opinions.” DARPA—already under fire for its proposed Total Information Awareness program—was forced to abandon the idea.

“Among the greatest pieces of luck for high achievement is ordeal,” poet John Berryman told an interviewer in 1970, two years before his death. “Certain great artists can make out without it, Titian and others, but mostly you need ordeal. My idea is this: the artist is extremely lucky who is presented with the worst possible ordeal which will not actually kill him. At that point, he’s in business.”