Educational and work resources as well as orientations have been analyzed in the paper in the wider context of education-to-work transitions of young people in Serbia during the period of unblocked postsocialist transformation. By using the theoretical approach of social biographies and results of the research on transitional regimes the intention has been to point to social and cultural context and their influence on youth resources and orientations in creation of education-to-work social biographies. Hypothesis about the existence of elements of sub-protective and postsocialist transitional regime has been confirmed, since the results showed that the scarcity of system resources and possession of family resources to a large extent shape the individual pathways of young people in education-to-work sphere. [Projekat Ministarstva nauke Republike Srbije, br. 179035: Izazovi nove društvene integracije u Srbiji: koncepti i akteri]