In Quebec, schools called “écoles de site” offer education to at-risk youth placed in readaptation centres. These young people, under the Youth Protection Act or the Youth Criminal Justice Act, are less likely to have obtained or be in the process of obtaining their high school diploma before the age of 18. This article aims to explore the organizational factors that can affect their education trajectory by interviewing 25 professionals in charge of the schooling of youth placed in these readaptation centres. They have shared their experience of intersectoral collaboration and its impact on the trajectory of these young people. The results of this study shed light on the potential role of on-campus schools in the social rehabilitation process of young people who attend these establishments.