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I am writing this answer as the son of two Chinese immigrants to the U.S. My father happens to be a nephew of this man: http://en.wikipedia.org/wiki/Liang_Shiyi. Elder members of my mother's family were also involved in Chinese politics. As my mother would say, "Chiang Kaishek did not have a very big chest" [heart] Chiang Kaishek was a military man who ...

The Green Gang were among Chaing Kai-shek's largest financial backers - they saw the communists as bad for business, and the Nationalist forces welcomed the money and street-level intel the triad could provide. Kai-skek needed the Green Gang to retain his hold on the KMT over challenges from Jingwei, and bring the left wing of the party to heel.

For what I remember, Chiang's relationship with the Green Gang is addressed in detail in Sterling Seagrave's The Soong Dynasty ("One loved power, one loved money, one loved China: three remarkable sisters who shaped China's greatness") and to a lesser extent also in Jay Taylor's The Generalissimo: Chiang Kai-shek and the Struggle for Modern China. Here's ...