To be clear, Chiang could have done a better job, but this was not 4D chess.  He was in a difficult position and he frankly wasn't a terribly good strategist.

I'm sure he was doing as well as you would expect a dictator to be, but the communist suggestions that he stole 90% of the mainlands wealth and that's why Taiwan is rich is ridiculous propaganda. 

His son was back in China from 1937 onwards.