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Aims. Research has shown that self-esteem predicts success and well-being in important areas of life, such as relationships, work, and health. Thus, it is important to study self-esteem, its development and the factors that influence its development. Parents have a major influence on adolescents’ self-esteem and good relationships between adolescents and parents have been found to be associated with adolescents’ higher self-esteem. Only little research has been done on the association of the adolescent-parent relationship with a person's self-esteem in middle age. The first aim of this study was to investigate whether the adolescent-parent relationship is associated with self-esteem at age 16. The second aim was to find out how the quality of the adolescent-parent relationship predicts the self-esteem of the subjects at age of 52, considering the level of self-esteem in adolescence. Methods. The data is part of the Stress, Development and Mental Health (TAM) research project of the Finnish Institute for Health and Welfare. The data has been collected when the respondents were 16, 22, 32, 42 and 52 years old. In this study, data collected in 1983 and 2019 were used when the subjects were 16 (N=2194) and 52 (N=1160) years old. The variables used in the analyses were conflict proneness, closeness and trust, and self-esteem. Research questions about the associations between adolescent-parent relationships and self-esteem at age 16 and 52 were answered using stepwise linear regression analysis. Results and Conclusions. The study found that the adolescent-parent relationship was associated with self-esteem in adolescence (at age 16) and predicted self-esteem in middle age (at age 52), when the level of self-esteem in adolescence was considered. From the aspects of the adolescent-parent relationship, it stood out that girls showed a stronger association of conflict proneness with lower self-esteem and boys showed a stronger association of parental trust with higher self-esteem and a stronger association of conflict proneness with lower self-esteem. In middle age, women showed a stronger association of closeness in the adolescent-parent relationship with higher self-esteem, while men showed a stronger association of parental trust with higher self-esteem. The results suggest that a good adolescent-parent relationship is associated with good self-esteem in adolescence, but also with higher self-esteem development to middle age. A key factor behind good adolescent-parent relationships is effective and trusting communication - this could also be a potential area for development in interventions.