The external form of Qian Zhongshu’s thought shows unsystematicity due to his irrational skeptical thought, for which he was belittled by some people in the academic field. This paper holds that system and non-system come from different logical thoughts and intuitional thoughts, which reflects the differences between western culture and oriental culture. Therefore, it cannot be regarded as a value criterion to evaluate culture. In fact, unsystematicity is a goal of modern and contemporary philosophy study, and Qian Zhongshu’s academic orientation is in high consistency with the tendency of world academic development.