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Chiang Ching-kuo, son and political heir of Generalissimo Chiang Kai-shek, was born in 1910, when Chinese women, nearly all illiterate, hobbled about on bound feet and men wore pigtails as symbols of subservience to the Manchu Dynasty. In his youth Ching-kuo was a Communist and a Trotskyite, and he lived twelve years in Russia. He died in 1988 as the leader of Taiwan, a Chinese society with a flourishing consumer economy and a budding but already wild, woolly, and open democracy. He was an actor in many of the events of the last century that shaped the history of China's struggles and achievements in the modern era: the surge of nationalism among Chinese youth, the grand appeal of Marxism-Leninism, the terrible battle against fascist Japan, and the long, destructive civil war between the Nationalists and the Communists. In 1949, he fled to Taiwan with his father and two million Nationalists. He led the brutal suppression of dissent on the island and was a major player in the cold, sometimes hot war between Communist China and America. By reacting to changing economic, social, and political dynamics on Taiwan, Sino-American rapprochement, Deng Xiaoping's sweeping reforms on the mainland, and other international events, he led Taiwan on a zigzag but ultimately successful transition from dictatorship to democracy. Jay Taylor underscores the interaction of political developments on the mainland and in Taiwan and concludes that if China ever makes a similar transition, it will owe much to the Taiwan example and the Generalissimo's son.