The study aims to discover the extent to which organizations support the careers of skilled contingent workers (SCWs) by providing them with organizational career management (OCM) practices. Analyzing three Belgian companies from different sectors, we find that SCWs do benefit from OCM practices. Such practices cover three dimensions: formalization, individual focus, and differentiation. Subsequently, we explain the three dimensions, respectively, through three contextual variables: the legal and regulatory framework, companies’ human resource management (HRM) configurations, and the roles of labor market intermediaries. The association of the variables with such dimensions enables the development of three research propositions. This study paves the way for additional research on SCWs and their careers as well as incorporating this population in HRM strategies, including that of OCM practices.