Liberty’s Dilemma is a diagnostic analysis of the falling away in the United States from the founders’ vision of individual liberty and freedom of association. The founders never could have envisioned the enormous expansion of industrial and scientific power we have experienced, nor the national and international conflicts. Never could they have predicted the massive growth in power of the federal government – the kind of power they fought against in our initial struggle for independence and liberty. One significant consequence of these events for our future is the massive dependency of large portions of our present population and the consequent debilitating redistribution of the productive wealth of the independent classes. This growth of a seemingly permanent dependent class has gone largely unexplained. Liberty’s Dilemma points to the declining intellectual capital in large portions of our society as cause. This is reflected in the disintegration of family life, lowering educational achievement levels, and the flight of our industrial and technological base. Until our leadership awakens to this fundamental issue of our intellectual capital deficits and their cause, the fundamental vision of liberty that was brought into reality by our Constitutional founders will have forever slipped beyond our political reach.