This article traces the history of how two generations of US archaeologists navigated their relationship with the Guatemalan government, from the Jorge Ubico dictatorship in the 1930s through the democratic opening of the 1940s and 1950s and the subsequent CIA-sponsored coup. Critiques of modern archaeology have focused on the discipline’s history of ideological and material collusion with different projects of US and European imperialism in the Global South. While the archaeologists discussed here benefited from US hegemony in the region, their own correspondence reflects an ambivalent relationship to formal frameworks of international law and a desire to function as autonomous nonstate actors. Rather than reflecting the political context of a given moment, the archaeologists’ behavior was often determined by a generations-old professional culture based on pragmatism and collective entitlement to the control of antiquities.