This article presents the context that led to the establishment of the probation system in Romania in relation to some reforms of the criminal sanctioning system. These reforms were necessary because of the difficulties faced by the penitentiary system before and after 1989, as well as the need to align the administration of penalties with the requirements imposed by the country’s accession to the Council of Europe and the European Union. Eighteen years after the creation of the probation system within the Ministry of Justice, it can be stated that this endeavour constitutes a success, but it is absolutely necessary to continue the efforts towards consolidating it. In addition, these measures have to be accompanied by a change of vision in relation to how other community members can be involved in the process of social reintegration of individuals who have broken the law.