In the development of the Chinese classic Yijing 易經 (Book of Changes), Xici 繋辭 (Attached Statements) occupies a pivotal position because it transformed, almost singlehandedly, the manual of divination into a philosophical treatise. Before the appearance of the Xici in the third to second century BCE, the Yijing was mostly read as a collection of oracles revealing the coded messages from a deity or a spirit. But after the Xici was included into the Yijing as part of the Ten Wings (shiyi 十翼), the former oracles gained ethical-philosophical meanings. To many scholars, the Xici defines what we know of the Yijing—a sophisticated text that encapsulates the early Chinese cosmological thoughts and the Chinese creative uses of visual and numerical symbols. In this chapter, I will examine the philosophy of divination in the Yijing through the lens of the Xici. To make my argument, I will summarize the three main arguments of the authors of the Xici: (1) as humans, we must endure “fear and anxiety” (youhuan 憂患) because we do not fully know who we are, and we seldom make the right decisions when we are at a crossroads; (2) to address our fear and anxiety, we must develop a system of signs to help us understand the complex world and to chart a course of action to make our lives better; (3) to help us make better decisions in daily life, we should learn to use the system of signs in the Yijing for reflection, apprehension, and anticipation. In the last part of the chapter, I will discuss the contemporary relevance of the Yijing philosophy of divination, emphasizing the importance of having the courage to face difficulty and challenges.