ABSTRACT This article suggests that the observation of democracy is at the core of liberal democracy promotion. Broadly conceived, the observation of democracy is evident in the democracy reports published by international organisations and non-state actors and common meaning making about “target” states in democracy promotion. Based on an historical inquiry focused on developments in the Permanent Mandates Commission, Trusteeship Council and, to lesser degree, Freedom House, I argue that the observation of democracy stems from practices invented in colonial contexts and includes long-lasting epistemic and political hierarchies. Though organisations develop varying styles, observations of democracy show similar components and a common orientation towards Western understandings of representative democracy. My argument contributes to research on how contemporary practices are enabled by and reproduce (post-) colonial patterns and historical reflection on epistemic and political hierarchies in democracy promotion.