Prospect theory, a psychological theory of decision making that has shed new light on foreign policy choices, maintains that people tend to take high risks when facing losses, while proceeding with great caution when anticipating gains. This article introduces prospect theory to the study of comparative politics in order to account for the bold economic policy choices that presidents made in crisis-ridden Argentina, Brazil, and Peru, and the surprising degree of popular support that such risky and costly measures commanded in these countries; and conversely, to explain the cautious course of reform recently pursued in Chile, a country with better economic prospects. Theories based on rational choice, the leading approach to political decision making, did not anticipate these decisions. Particularly, these theories predicted that fear for their political survival would prevent democratic leaders from enacting tough economic policies. This article thus suggests that hypotheses derived from prospect theory serve as a useful alternative to extant rational choice explanations in elucidating decision making during crises. Why did democratic governments in contemporary Argentina, Brazil, and Peru run enormous risks by enacting tough shock programs of neoliberal adjustment and restructuring?1 These reforms impose high costs on many sectors of society, can elicit fierce resistance from powerful groups, and have a low likelihood of success. Why did governments in fledgling democracies jeopardize their fate by embarking on such risky measures? And why did large numbers of people who knew they would be hurt by neoliberal reforms endorse their adoption? Why, on the other hand, did many Venezuelans protest violently against similarly harsh adjustment measures which their president, Carlos Andres Perez, boldly enacted in 1989? Why, by contrast, has the government in Chile's new democracy avoided all risk and accepted the basic outlines of the free-market model imposed by General Augusto Pinochet (1973-1990), which it had severely criticized before coming to power? And why have most Chileans supported this highly cautious stance?