“Grant me chastity and strength of will—but not yet!” In this infamous prayer, Augustine wrestles with a perennial problem for human agency: the apparent gap between knowing that we should do something and actually wanting to do it. How wide is the gap? How can we bridge it? How pervasive is the problem? This course introduces first-year students to writing in the discipline of philosophy by tracing the contours of these questions and exploring their answers in ancient China, ancient Greece, and modern analytic philosophy. We begin by considering the traditional account of weakness of will as akrasia (i.e., doing what one knows one shouldn’t do) and explaining how such a gap in our agency is or isn’t possible. Next, we consider an alternative account, that of acedia (i.e., not doing what one knows one should do), and assess strategies for helping an agent bridge this kind of gap. Finally, we reassess the phenomenon of weakness of will in light of arguments that position it in a broader context, approach it from a new perspective, or try to rewrite our understanding of the phenomenon altogether.