It is difficult to appreciate the philosophical depth of Yijing “prognostication” using only original source materials. They do not reveal much about its philosophical underpinnings. In this paper, the American pragmatic tradition will be used in attempting to gain a deeper insight into what this tradition represents philosophically. In locating Yijing prognostication in its early Chinese context, reference will also be made to the notion of “Not Knowing” (wuzhi 無知) in the Zhuangzi, as this may provide insight into how epistemological assumptions in the Yijing related to alternative theories of “knowledge” in early China. Suggested here is that Yijing “prognostication” makes philosophical assumptions about knowledge and its objects that differ significantly from alternative theories in early China, while also differing sharply from assumptions that are central to the Greek philosophical tradition.