Setting the problem: In this work I will consider the process of loss of the verb second property in Old Italian (OI) and more generally try to identify possible factors which might have enhanced or slowed down this process. I will start by pointing out an observation made by Wolfe (2015) concerning the amount of inversion found in different V2 languages. He notes that according to Lightfoot (1999: 153) the amount of subject inversion structures which should be the main clue for children to acquire the V2 property should be around 30%. However, Wolfe notices that the distribution of subject inversion is not uniform even across languages that are inequivocally considered as V2 languages.