Machiavelli's thinking on the Republic in his On Livy has greatly influenced academic thought over the past thirty years. Leo Strauss, however, insisted that Machiavelli was a teacher of evil. In order to rethink the relation between Beginning and Polity, this article retranslates and interprets a paragraph in the third chapter of Leo Strauss' Thought on Machiavelli, trying to analyze Machiavelli's significance in history from three aspects: the Polity of Beginning (The Heidegger Affair); the Poetics of Beginning (Sophocles' Antigone); and the Theology of Beginning (Leo Strauss' speech on Athens and Jerusalem).