‘Animal Question’ and ‘Artificial Intelligence’ constitute two parallel paths of a radical conceptual review of legal subjectivity. The essay aims to investigate the reasons and limits of the arguments in support of the recognition of legal personality to animals and automatons. The analysis is divided into three distinct phases: a reconstruction of the evolutionary course of the subject of law between the modern and contemporary age; the determination of ontological assumptions for the extension of subjectivity to other entities; the definition of the teleological dimension for the use of new forms of personality.