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Preventive technologies -computer technologies that secure data and systems from viruses, unauthorized access, disruptions, spyware, and other negative technologies -have become increasingly important in the global networked economy and society. Yet, little is known about user attitudes and behavior and their predictors. This study examines cross-cultural differences between South Korea and the United States in user behavior toward preventive technologies in the context of anti-spyware technologies. The theoretical model developed is based on the framework of the theory of planned behavior and the Hofstede's cultural indicators. Several propositions about the strength of the model's relationships are made. The methodology of the empirical analysis is described as a future work. Theoretical and practical implications of the study are discussed. We believe that the theoretical propositions of this study shed insights on designing effective information security policies, practices, and technologies for different cultures.