Nowadays modern education system is at a stage of active transformation. The transition from the old school model to a new one under conditions of uncertainty and rapid changes experienced by all areas in the real world (VUCA-world) calls for revising the role of education and requires new approaches in order to improve the interaction of participants involved in the educational process (teacher and students). The specific of such interaction is to shape a set of cultural techniques which include thinking, multi-positional communication and practical actions. The article presents some aspects of designing a new type of school learning environment, namely, learning and technological development environment. The results of the project activities carried out by the teaching staff of the Educational Complex "Nasha Shkola" (Novosibirsk) whose responsibility was to create such environment is the development of special models. Models represented in this paper deal with the technology of the learning situation construction and they are considered as normative and technological units of educational content acquisition with focus on the teacher’s role as well as on the organization, complex testing and the technology correction which can be done through inter-positional spaces of educational process support.