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The urgency of the problem under study is due to the fact that the professional life of a person under current conditions is highly dynamic; moreover, the attitude to the profession, the meaning of work, and its results is changing. The purpose of this article is to develop innovative psychological and pedagogical support of the professional self-determination of young students as well as to design an innovative psychological and educational technology of the professional choice promotion of an individual. The leading approach to the study of this problem is the psychological and pedagogical observation and questionnaires, which allow for the identification and the study of the experience in the field of development and application of interactive technologies of the provision of professional self-determination of the youth under the conditions of overcoming conflicting realities. This article presents conceptual provisions of interactive psychological and pedagogical support of professional self-determination of an individual in terms of continuing education as a semantic factor of the professional self-determination of an individual; defines goals, objectives, and principles of the modern interactive technology of psychological and pedagogical support of professional self-determination of the youth under the conditions of overcoming conflicting realities; and reveals an interactive technology for the provision of the professional self-determination of the youth. The article may be useful for psychologists, education psychologists, or career psychologists who are ready to use the Internet in order to facilitate an individual in its professional self-determination — namely, the creation of profession interactive services whose activity is not limited to the search for “the most suitable profession”. © 2016 Hasanova, Kotova and Kandrashina.