The explanations of Xiaoyao by XiangXiu and GuoXiang in Commentary to Zhuangzi and the revelation of the inner contradictions in it by Zhi Dun has aroused the academic community's lasting interest in this issue. In this paper, beginning with the investigation of Guo Xiang's ideological positioning and his political ideal of integrating the God-man with the Holy-king, and taking Zhuang Zi as a reference, it is pointed out that the "nature" of Comfortable by nature is limited to the limitation of individual experience, and the noumenon such as "Tao" and "Heaven", which are the sources of value, have been blurred. There is a congenital defect in the theoretical framework, leading to the vanity of unconditional freedom and the empirical closure of conditional freedom. But awareness of its problems still has an important value. Focusing on the transcendence of the spiritual realm, Zhi Dun explained Xiaoyao with the highest state of mind, which should be supported by Prajna's philosophy. However, the concepts related to social life and the relationship between religion and politics in Buddhist classics did not become an organic component of his thoughts, which led to his inability to truly respond to the questions raised by Guo Xiang, which was his blind spot.
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