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The article presents a survey undertaken from medium-large scale organizations and focuses on specific concerns of the top level executives working for modern organizations in Greece and Cyprus. Through the survey we explore what decision makers think, when they consider security policies, methodologies and countermeasures. Through the process of analyzing the survey results, some very important aspects have come out. The research has been based on classic managerial research methods, in order to analyze and synthesize at a higher level, how the top managers face the challenge of the raising volume of threats and problems and organizational weaknesses.