Chiang Kai-Shek's Nationalist Kuomintang historically lost the Chinese Civil War to Mao and the Communist Party of China. The question is, is it plausible for Kai-Shek to win the Civil War AND retain his power after the war?
He doesn't have to necessarily be the vanguard for democracy in Asia, but because democracy, you get a plus if that gets accomplished as well
He doesn't have to be US-friendly as, to the best of my knowledge, he wasn't the biggest fan of the US and was more a fan of the boatloads of supplies they sent him.
He DOES have to retain his position as "head" of China, i.e. President, for at least as long as it takes to stabilize the Republic and organize elections - or he can of course, stabilize it and retain his dictatorship (probably more likely)
He also must remain as head of the Kuomintang, but a "purge" of corrupt elements is acceptable.
What has to go differently to keep him in power with the Kuomintang in China?