There are two interpretations of Augustine's Ad Simplicianum I.2: the separate reading and the continuous reading. By unpacking the controversy between these opposite approaches, this article argues that a crucial contribution of Augustine's theory of free will lies in establishing a faculty of decision that is related to self. According to Augustine, freedom does not lie in alternative choices, but in the decision of the will itself. To begin with, this article examines the novel developments of the theory of grace and original sin and show that Augustine has a unique understanding of the power of the will, namely, that a human cannot choose between good and evil. As a response to the separate reading, this article then clarifies Augustine's conception of free will from three aspects: firstly, the self-evidence of the will, then the distinction between will (uoluntas) and free decision (liberum arbitrium), and lastly, the relationship between free choice and free decision. Finally, this article analyzes the role of the will in Augustine's discussions on sin and grace in Ad Simplicianum I.2, and concludes that Augustine's theory of free will differs from the modern understanding in that it emphasizes both moral responsibility and autonomy.