Digital philosophy is a speculative theory that places the bit at the foundation of reality and explains its evolution as a computational process. This theory reinterprets some previous philosophical intuitions, starting from the Pythagorean theory of numbers as the beginning of all things and as a criterion for the comprehension of reality. Significant antecedents of this computational philosophical approach can be found in the tradition of late antiquity and the early Middle Ages. One of the less investigated chapters of this ‘pre-history’ of digital philosophy can be found in the Ottonian Renaissance, when we can identify theorists of what has been called – in reference to modern authors as Leibniz – a ‘computational paradigm’. The paper focuses on the works of Abbo of Fleury and Gerbert of Aurillac. Their theoretical basis is the famous verse of Wis 11, 21 (Omnia creata sunt in numero mensura et pondere).