On 16 October 1736, London braced for apocalypse. William Whiston, a respected mathematician and former holder of Isaac Newton’s chair at Cambridge, had publicly predicted a comet strike. Churches filled, people fled, and the Archbishop of Canterbury was forced to issue calming statements. The comet never arrived. Whiston, undeterred, insisted his calculations had been sound. Meanwhile, on the same date in 1975, three-year-old Rahima Banu in Bangladesh became the last person to contract naturally occurring smallpox, marking a turning point in one of humanity’s greatest public health achievements. The episode also explores the birth of Godwin’s Law in 1989, when lawyer Mike Godwin observed that online discussions inevitably escalate to Nazi comparisons, and revisits the violent night of 16 October 1590, when Renaissance composer Carlo Gesualdo murdered his wife and her lover in Naples. From false prophecies to genuine triumph, the sixteenth of October reveals humanity at its most absurd, its most determined, and its most dangerous.