For decades, the main punitive model used by nations has been incarceration and deprivation of liberty, which has been severely criticised. When reflecting on the prison system, an important issue to think about is social reintegration. In this sense, work is seen as a means of reintegrating people who have been marginalised for some reason, helping to reduce criminal recidivism and adapting these individuals to work and life activities in general. Thus, this study aims to collaborate with the social reintegration of inmates undergoing regime progression, by strengthening their proactivity skills. The results obtained from this university extension project demonstrate the importance of psychological interventions related to assisting prisoners in their progression through the regime. The aim of psychological work in this context is to help strengthen and maintain social, family and professional ties, improving the individual's social adaptation and consequently preventing them from reoffending.