The article explores the impact of the Yijing on the aesthetic theory of the early Qing Dynasty painter Shitao. Based on compelling evidence, it illustrates the close interconnection between Shitao’s aesthetic theory and the onto-cosmology of the Yijing. He adeptly integrated its concepts into his artistic framework, emphasizing the pivotal role of individual creativity and the preservation of a holistic approach throughout the creative process. In his seminal work, “Remarks on Painting,” Shitao presents an exceptionally distinctive theory of Holistic Brushstroke inspired by the teachings of the Yijing, Daodejing, and Chan (Zen) philosophy. Based on these profound philosophical traditions, he creates a unique and innovative approach to the art of painting that transcends conventional boundaries. This article focuses on the specific parts of Shitao’s aesthetic theory that relate directly to the Yijing, revealing his alignment with the aesthetics of the literati painters. It illuminates the long tradition within Chinese aesthetics, firmly rooted in the foundations of the Yijing, in which the act of creation and artistic expression is seen as a profound reiteration of the cosmic creative force—the Dao itself. In this context, the artist becomes a channel through which the universal creative energy flows, producing art that reflects the very essence of existence. Shitao’s aesthetic theory, deeply influenced by Yijing and Daodejing, reflects a harmonious connection between the natural world and the human spirit, emphasizing the interconnectedness of all things that resonate with the rhythm of the cosmos through the interplay of ink and brush.