The article attempts to provide a comprehensive analytical review of the theoretical heritage of Yu.N. Solonin. Solonin is well known as a statesman, a successful organizer of the life of the Russian philosophical community, but his philosophical works have not yet received due attention from colleagues. This is largely due to the fact that the works written by him are very diverse in nature, subject, form and genre. In addition, they are scattered across various, sometimes difficult-to-access, special and small-circulation publications while also not being systematized. However, such an external randomness of ideas and forms of their textual fixation is not so much a consequence of professional negligence, but rather a conscious cognitive strategy. The methodological attitude towards systematicity, which is experiencing an obvious crisis together with the classical rationality that gave rise to it, can no longer fully satisfy modern demands. This fully applies to humanitarian knowledge, including philosophy. An alternative to this, essentially postclassical approach can be considered holistic. If from this position one approaches the consideration of the philosophical heritage of Solonin, then all the originality, depth and value of what he wrote becomes obvious. First of all, this concerns the style of constructing a philosophical discourse, in which each produced text is “embedded” in a situational predestination, continuing and developing a conversation on a certain topic that was once started. Thus, there is an “overlay” and “increment of meaning”, thereby establishing and revealing connections with other fragments. Secondly, the stylistic and thematic space is expanding, discrediting the conventional inviolability of the existing disciplinary, scientific and philosophical canon in the first place. It is possible to talk about a special, not exceptional but quite rare in history, type of philosophizing. The article demonstrates how this happens with such traditional thematic spaces for modern Russian philosophy as science, society, culture, and philosophy itself.