This chapter focuses on the New York Times best sellers list as the preeminent account of best-selling books in the United States to engage in a wider mapping of grand strategy discourses in American popular culture, beyond the realm of movie entertainment. Analyzing non-fiction books that have achieved the status of national bestseller illustrates how debates over grand strategy, American identity and national security are products of both political and popular culture, constructed in the public sphere at the multi-medial intersection of entertainment, journalism, academia and political commentary. The chapter details how competing discourses of American grand strategy have defined the past, present and future role and position of the United States in the popular imagination, reflecting a fractured public consensus over the ‘big picture.’ In this chapter, the analytical focus is on the cultural construction of a geopolitical identity of American leadership, military supremacy and national exceptionalism in popular works of non-fiction, and how key representations have confirmed or contested this dominant social construction of the American ‘Self’.