According to Osho, the notion that 'history repeats itself' reflects human stupidity: only stupidity repeats. Life in its essence is fresh, but our unconscious patterns and collective folly create recurring historical cycles. When intelligence and awareness arise, repetition ends. Thus, history’s loops are not destiny but the byproduct of unexamined, foolish behavior.
History keeps repeating because we keep being silly; if we wake up and learn, it stops.