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Based on qualitative and quantitative research conducted in two different sectors, the authors of this article propose a dialogue between the managerial relationship and the helping relationship, through some key dimensions proposed by attachment theorists in the wake of John Bowlby (69/82). This article illustrates how the patterns of relationship managers and social workers have internalized allow them to provide (or not) for the safety and autonomy of their interlocutors. Highlighting these differences and similarities leads to a better understanding of what sometimes “sticks” in such relationships and suggests new avenues of development for the professionals in question.