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The existing education system (in particular higher education) due to its focus on basic knowledge is quite inert and cannot satisfy the needs of the modern labor market, which is rapidly developing. Some professions transform or disappear, while the others appear almost every day. Today the employers need specialists with certain skills and abilities, who are able to develop them and adapt to specific projects. That is why short-term courses are very popular today, especially online and with a mentor—a specialist in a particular field. At the same time, graduates of such courses are mostly unable to solve complex problems and make competent decisions on their own. There is a requirement of creation of training programs for testing the development and implementation of tools for productive knowledge and skills transferring in a particular field. The article shows a possible approach to provide some interactivity to computer tutoring tools in addition to the game principle, information visualization and other techniques that have already proven themselves in information systems. It will give an opportunity to create a platform that can accumulate new technologies, integrating them into a digital tutoring environment that can be adapted to each student.