This chapter examines Western analysis and policies towards the Greek democratic transition and focuses on the role of democracy as a framework for political action and its correlation with the strategic interests of the major actors. Western governments approached the Greek transition through their Cold War lens: averting a Greek-Turkish war over Cyprus and preventing Greece’s drift to the left after the collapse of the junta were their main priorities. The author argues, however, that the ‘democratic discourse’ cannot be easily separated from strategic and Cold War considerations since, in Western analysis, the promotion of democracy was closely identified with stability and pro-Western external orientation. This connection was more or less automatic because of the inherent liberalism of Western analysis. Evidently, it was this strategically informed concept of ‘democratic stability’ that shaped Western attitudes vis-à-vis the Greek and the other Mediterranean transitions.