In recent years, digital technologies have surrounded us in all aspects of everyday life. With such a large amount of data produced and exchanged, the cybersecurity topic has become fundamental, given the strong demand for protecting sensitive information about our private sphere. The rapid growth of this process led to a request for security experts which is certainly oversized if compared to the current available workforce. For this reason, the community tries to involve and train as many people as possible, sometimes experimenting with innovative learning methods that are oriented to gaming and point achievement. This is the case of Capture-the-Flag (CTF) competitions, where participants are asked to deal with real practical examples related to IT security issues, which embed the solution to be achieved through known cyber attack (or defense) techniques.