The author, a very famous humanistic Russian educator, shares her own experience of constructing different school holistic systems, first, as a school teacher, and then, as head of the Russian J. Korczak’s Society and a founder of the integration summer camp for children, teenagers, and young adults. The article describes a unique and constructive process of mastering a social environment that allows the creation of a new educational practice and improves the quality of life for both children and adults. The paper does not give ready-made answers, rather it raises serious questions.