Richard Samuels's book Machiavelli's Children: Leaders and Their Legacies in Italy and Japan raises a number of important issues concerning political leadership and the role individual leaders can play in a nation's history. The book won the 2003 Marraro Prize from the Society for Italian Historical Studies and the 2004 Jervis-Schroeder Prize for the best book in International History and Politics, awarded by the International History and Politics section of the American Political Science Association. This is a roundtable involving four critical essays and the author's response. Discussion centers on the book, its methods, its broader applicability, and the ways in which it dovetails with other intellectual concerns, particularly as these apply to contemporary East Asia.