This essay will discuss interactions between some historical figures-Hu Shih and writers for the ”Freedom China” Magazine from the period of the Kuomingtang-Communist conflict in Mainland China to the establishment of the two rival political regimes divided by the Taiwan Strait. As chancellor of Peking University, Hu Shih supported peaceful political reforms, but was disinterested in organized forms of preaching liberalism to the public in China. But at beginning in 1949, Hu had to take the initiative to found some publications for promoting liberalism, and soon he was advised to go abroad to the U.S.A. Insisted by Lei-chen, Hu became the publisher of ”Freedom China” Magazine issued in Taipei, though he was not in charge of its practical management. Because Hu was one of the famous and important figures in China, his great fame could be used as a kind of protective shield to the magazine for its criticisms of political affairs. After his insistence, Hu Shih resigned the nominal role of the publisher of magazine in 1953, though kept his eye on the issues of the magazine and freedom of speech in Taiwan as before, in addition to the role of adviser and mediator in order to do his best to keep the magazine in running order. As President of the Academia Sinica since 1958, he was the supreme academic leader in Taiwan, and his concern for the magazine did not reduce or weaken, until its unprepared shutdown in 1960. Different relations with political rulers between Hu Shih on the one hand and Lei Chen and Yin Hai-kuang, two of the most important writers for the magazine on the other, not only affected their respective concerns, but also the different ways in which the subsequent fulfillment of liberalism and freedom of speech in Taiwan.