This is a course about the history of Skepticism from the ancient Greeks to today, with special attention to the political ramifications of questioning man's ability to know the world and himself with any certainty. We will discuss the debates raging between Plato and the Sophists, the rise of Christianity in the Roman world, and the so-called 'Skeptical Crisis' of the Renaissance as well as Pierre Bayle's Skepticism and David Hume's. In addition the Natural Law tradition will be explored and the relationship between Skepticism and Conservatism.