Artificial Intelligence (AI) and big data promise to help reshape the global order. For decades, most political observers believed that liberal democracy offered the only plausible future pathways for big, industrially sophisticated countries to make their citizens rich. Now, by allowing governments to monitor, understand, and control their citizens far more effectively than ever before, AI offers a plausible way for big, economically advanced countries to make their citizens rich while maintaining control over them—the first since the end of the Cold War. That may help fuel and shape renewed international competition between types of political regimes that are all becoming more “digital.” Just as competition between liberal democratic, fascist, and communist social systems defined much of the twentieth century, how may the struggle between digital liberal democracy and digital authoritarianism define and shape the twenty-first?