A typical cybersecurity game presents players with a set of hacking challenges, where correct solutions reveal a text flag that can be submitted to a scoring server. In these games, the problem (challenge) and the flag are the same for all players. The goal of this thesis is to create the prototype of automated problem generation based on variant flags of the same challenge. The prototype will instantiate a virtual environment for a cybersecurity game with randomly generated flags and store the flags using a new plugin for CTFd, a popular cybersecurity game platform. The prototype will be tested using an existing cybersecurity game and documented in English.