In the 1980s there was a lot of discussion about whether monitoring special conditions should be a probation task, and whether this can be combined with offering help and assistance. The authors show that this discussion has been settled by introducing a specific knowledge base for probation work. They outline a number of important developments in recent decades: the focus on risk and the enforced framework, and the great influence of new technology. Nevertheless, an important basis for probation remains unchanged: the quality of the contact between probation officer and client.