Chapter 5 turns to the law in action and the politics of litigation involving adjudication and interpretations of the law. The chapter opens with an examination of the Council of the Indies’ initial judgment in September 1784 on the plaintiffs’ case. Based on a narrow reading of slave law and on pro-slavery policies, the ruling rejected the plaintiffs’ controversial claim to collective freedom and to the criteria of freedom presented by the plaintiffs’ brief but allowed hearings to determine ambiguous cases and stipulated the criteria to be utilized by colonial courts in those cases. The ruling gave way to a cascade of hearings and legal actions in lower-level colonial courts and to a conflict of interpretation over the imperial ruling. Ordinary enslaved and fugitive cobreros dispersed throughout the island became direct participants in the judicial arena at this point as they directly engaged in the politics of litigation for freedom in colonial courts. The chapter shows the way imperial and colonial authorities centralized and controlled judicial outcomes but also the room for maneuvering available in some cases.