Changes in organizational models and processes occurring in healthcare sector over the last 30 years have required healthcare professionals to assume innovative managerial competencies. This paper investigates the impact of managerial training on the development and implementation of managerial competencies of current and future managers in Italian healthcare, analyzing a small group of healthcare professionals. We collected data and conducted a longitudinal analysis on three different moments within a training camp, using a structured questionnaire based on Spencer and Spencer's (1995) competency model. Our results demonstrate that managerial training differentially influences participants' confidence in the competencies they possess, providing crucial indications for better projecting and implementing training in healthcare. Besides that, the individual analysis reveals that each participant reacts differently to the training, thus underlining the importance of customized programs. Moreover, positive correlations between competencies suggest the need to project healthcare training programs following a holistic approach. Finally, our results can be used to inform policymakers and institutions about how to better organize the training paths in healthcare and how to use the available resources to make future healthcare managers ready for the incoming challenges. Limitations are discussed, and they represent future directions for the development of the study.