The country the different prime ministers have led and the political system over which they have presided have been vastly different. In this chapter, we explore some of the more momentous technological, political, cultural, and social changes that impacted on the office over the 300 years. Only by appreciating these factors, which have been perhaps under-considered in the literature on the office to date, can a rounded appreciation of the office’s survival it be achieved. The sheer pace and extent of these changes makes the continuity and survival of the office of prime minister over the full 300 years, and the adaptability of the individuals involved, even more remarkable.