This study investigated the mediating role of adolescents' global self-esteem, based on the relationship between adolescents' mother or father attachment and their career indecision; as well as the mediating role of adolescents' career indecision on the relationship between mother or father attachment and self-esteem. Two hundred and forty-one adolescents completed a self-report questionnaire that measured the difficulty in making decisions about their future academic and vocational careers, their global self-esteem, and their attachment to their parents. Results showed that the more adolescents felt attached to their mother and father the easier it was for them to make career decisions. The self-esteem mediation hypothesis is supported as a function of parent and adolescent gender. Similarly, the mediating role of career indecision is confirmed and depends on the gender of both parents and adolescents. Interpersonal context, identity development, adolescent career development and the relationship between them are discussed. (Contains 4 tables and 1 figure.)