The article explores Italian Air Force (ITAF) officers' perceptions of military transformation and of changes in the global security environment. While several studies have addressed the challenges faced by European armed forces in the last two decades, the methods used have been rather uniform, mostly relying on in-depth case studies through qualitative interviews and analysis of strategic documents and budgets. Using data from an original, and unique, survey conducted among ITAF captains (N=286), this article focuses on servicemen's attitudes towards the transformations of the global security environment and the changes occurring (and needed) within the Italian Air Force. After describing the "military view" on these topics, the article provides preliminary statistical evidence on the links between individual experiences, views, and change. The research aims to contribute to the broader debate on military transformation by adding a novel dimension of analysis and providing new insights on the micro-level aspects of learning.