Colombia’s historical development stands in contrast to the experience of its neighbors. Despite shared Spanish cultural influences, the way colonial institutions infiltrated society helped to create a unique political economy. Colombia has long maintained two related and persistent themes that define it: a surprisingly long tradition of civic political engagement and a deep inclination toward violence. The fact that both themes have coexisted for so long gives context to the present realities of a lawless narco-state embedded in a modern liberal democracy. This chapter provides a brief case study of the political development of Colombia to demonstrate that despite the historical differences, the Democratic Purgatory frames one of the oldest democracies in Latin America.