This analysis is part of a broader investigation on the implementation of a training program for young people living in residential care: << Readiness for Independent Living 16-21 years.>> The program, launched by the Community of Madrid, aims to increase the skills, knowledge and attitudes needed for autonomy and emancipation. This article analyzes the situation prior to the imminent departure from the residences, collecting relevant information about the risks and opportunities in the transition to adulthood of young people leaving residential care, in particular, those related to the family of origin. Two questionnaires have been developed; one designed for young people and another for educators. 105 professionals and 106 young people from 54 residential care resources belonging to the General Directorate of Family and Children of the Community of Madrid have participated in the study. The findings raise a contradiction between the conflicting family reality of these young people and the expectations for the transition to adult life, precisely with that family as the main reference and resource. This is a problematic and contradictory aspect since the intervention with the families of these young people is complex. Participation and the family's commitment to the process of emancipation are insufficient and negatively rated by the professionals, in fact, in some cases, it is considered to be an obstacle for an adequate transition to adulthood.