The article presents epistemological and methodological analysis of biography and psychological and pedagogical ideas of the famous scientist-humanistician of Silver Age of the Russian culture Konstantin Ventsel. The paper provides characteristics of the philosophical and pedagogical theory of liberal education and pedagogical practice of liberal school developed by Ventsel from the point of view of refl exive acmeology and personology of creativity. The authors examine philosophical background of the concept of creative person, its genesis in the context of philosophical and psychological debates of the late XIX — early XX centuries. The research emphasizes the continuity of Ventsel’s life experience, his philosophical basis, psychological theory and pedagogical ideas. Through historical-philosophical reconstruction the authors expose dependence of the Ventsel’s theory on ethical and psychological debates in the Russian Silver Age Culture (religious Tolstoyism, philosophic voluntarism, political ideas of “Narodnaya Volya” movement, legal Marxism), as well as in post-Kantian European philosophy (in particular, concerning the problem of free will). While the Ventsel’s pedagogical project is interpreted as an actualization of his ethical, philosophical and psychological ideas. In this holistic psychological and pedagogical context, the article demonstrates the signifi cance of the Ventsel’s pre-acmeological theory of a creative personality development for further development of acmeology.