The article focuses on the importance of educational mentoring for older adolescent orphans that involves community-minded non-profit organizations. The authors have sufficiently substantiated and developed a technology of educational mentoring for orphans of school leaving age to be applied in centres for helping childreninvolving representatives of community-minded non-profit organizations in order to form the orphans’ skills and competencies necessary for living on their own, increase their level of hardiness and actualize the value and moral contexts. The effectiveness of the developed technology is ensured by the creation of such a pedagogical space in which, in the interaction of employees of the center for helping children and mentors-volunteers of a non-profit organization, a huge impact is made on the indicators of the formation of personal characteristics of the resilience of graduates and, in the future, on the results of their social adaptation and integration in society. The author comes to the conclusion that the system of pedagogical mentoring of orphans allows to increase the level of their social adaptation. The indicators of this technology are the spiritual and moral values inherent in the Russian family, and the mentoring technology is a pedagogical tool for the formation of model characteristics of a resilient graduate in orphans.