Based on biographical interviews from an intra-European youth mobility study in Luxembourg and Norway the article aims to contribute to the debate on how to understand and account for complexities of agency in youth intra-European employment mobility. Critically reflecting and operationalising Emirbayer and Misches's conceptualisation of agentic orientations in the field of intra-European employment mobility of young people, we a) explore the usefulness of researching agency from a relational perspective, we b) elaborate on how young mobile reflect their manoeuvring under perceived contingent moments and we c) augment our ken of the complex interlacement of habit, imagination and judgement with (contingent) employment mobility contexts and young people's concrete employment mobility practices. Our results emphasise the importance of considering how differently agentic orientations interlace with contingent employment mobility contexts ranging from radical self-realisation, adaptive interplay of self-realisation and situational constraints and agentic orientations strongly bounded by situational constraints. In addition, the empirical analysis shows that some of the theoretical propositions of Emirbayer and Mische's approach have to be revisited.