The key role in setting up the first “well-regulated” school of Peter I’s era, the Naval Academy in St Petersburg (1715), belongs, it turns out, to an impostor. The first proposal for the Academy was presented to Peter I by the so-called baron de Saint-Hilaire, who also drafted its regulations and became its first director, and who has also been assumed to be an experienced French naval expert. As the chapter demonstrates, however, Saint-Hilaire, in fact, was a complete fraud, an international adventurer, and a swindler. Nevertheless, he successfully acted as the head of the school for over a year and introduced to Russia a new administrative role, that of a school director appointed purely to manage teaching, rather than to teach himself. While the baron himself was soon dismissed, this administrative role was claimed by his successors from among the Russian elite. The story of Saint-Hilaire stresses the ambiguity of expertise in the early modern era.