This paper analyses the agrarian policies of the governments of Presidents Lula (2003–2010) and Dilma Rousseff (2011–2016) in the light of the contradiction between the historical support for land reform and agrarian social movements by the Workers' Party (PT) on the one hand, and the PT's more recent electoral and political alliances with agribusiness on the other. After more than a decade of progressive administrations, key government programmes have only accounted for marginal gains and in some cases setbacks, symbolized by the failure to expand the expropriation of new land and settle landless families on an adequate scale. The collapse of those alliances and 2016's impeachment process of President Rousseff marks the end of that cycle, highlighting strategic and policy failures. The paper examines government actions, the historical causes and roots of land conflicts, and struggles for land and territory, as well as the difficulties of mobilization. The paper focuses upon political disputes, particularly new processes of criminalization, economic disputes, surrounding the role of agribusiness, and the challenges related to struggles for land and territorial rights in a situation ruled by a progressive party and governments.