 Bréhier, a great French name in Philonian studies, wrote that Philo’s thoughts aligned much closer to Platonism than to Skepticism (Bréhier 1908 [1925: 214]). That assertion is characteristic of an epoch in which these two doctrines were considered to be radically different. More recent studies have demonstrated that things are much more complex. Middle Platonist philosophers like Plutarch, Favorinus, or Alcinoos integrated many elements of Skepticism to their dogmas (Bonazzi 2007), especially in order to undermine Hellenistic naturalism and redirect attention to an idea of transcendence. Philo himself knew the existence of two kinds of Skepticism: New Academic and Neopyrrhonian (Lévy 2008). The former school seems to have disappeared as a structured institution by his lifetime. The latter came to prominence in the middle of the first century BCE, with Enesidemus criticizing New Academic philosophers, and especially those of his age, on the grounds that they had conceded far too much to Stoic dogma. Philo seems to have paid little attention to New Academic sceptics, but was acquainted at least with some of their principal doctrines. By contrast, he is the first to have used the tropes, i.e., the system of Sceptic arguments, elaborated by Enesidemus, which remained for centuries a kind of manifesto of Skepticism. At the beginning of the twentieth century and for many years after, scholars paid great attention to the passage of the De ebrietate where Philo uses these tropes. Today, however, it is commonplace to say that the connection was a weak one, and that Philo had his own interests instead. Of course he did, but Sextus Empircus himself, now considered the most reliable source, had his own interests as well as being a physician, and it is rash at least to neglect the Philonian testimony, closer to Enesidemus from both a geographical and chronological point of view. Philo uses Sceptic methods to demonstrate that even with the aid of education, the paideia of which he was so proud, human beings are unable to find the truth. Skepticism thus appears as the best means to awaken mankind to its oudeneia and to open the path toward transcendence.