Colombia’s presidential runoff election pits two candidates against each other, both with significant connections to the country’s history of paramilitary groups. These groups, initially formed by right-wing actors to combat leftist guerrillas, fueled a decades-long conflict resulting in almost 500,000 deaths. One candidate, Iván Cepeda, has investigated paramilitary activities, while the other, Abelardo de la Espriella, has faced scrutiny regarding alleged ties. The election outcome will see a leader emerge with a deeply personal history linked to these criminal organizations. This history underscores the enduring impact of Colombia’s internal armed conflict on its political landscape. The vote represents a critical juncture as the nation grapples with its violent past and seeks a path toward peace and reconciliation. The candidates’ differing experiences with the paramilitaries reflect starkly contrasting visions for Colombia’s future.