Sun Tzu’s Art of War is one of the most revered treasures from ancient China and is recognized as one of the beacons of our cultural heritage. It is little wonder that people on both sides of the Taiwan Strait quote Sun Tzu in their effort to persuade each other of their interests and tries to facilitate negotiations. To the best of our knowledge, The Art of War was written during the end of the Spring and Autumn Period, heavily revised during the Warring States Period and the finalized version was completed during the early years of the Han Dynasty. Since this book was written to show the author’s acumen and to help the King of Wu to establish his hegemony, it has two characteristics: One was that it emphasizes an approach of overwhelming the enemy politically and strategically, thus achieving a “holistic” victory; and the other was to subdue the enemy by any means, a philosophy which emphasizes above all else the importance of winning battles in order to secure victory. Because Sun Tzu uses two opposite concepts of victory, “holistic” and “subdued” in the same book it is often difficult to follow. Hence, the political theorists using Sun Tzu’s concepts to elaborate on a tenuous and delicate issue such as cross-strait negotiations, which is fraught with enormous and perilous military consequences, and is extremely sensitive to the slightest unraveling of political cooperation, because they believe Sun’s ideas have their best interest at heart, is quite a leap of faith in light of this paradox.