In their struggle to offer a sustainable educational system and transversal competencies for market requests, significant transformations characterise the higher education system in Serbia and Romania. According to EU policy, these transformations are related to educational reforms and the introduction of new technology and methodologies in teaching and learning. They are expected to answer to the PISA requirements and to increase the DESI (Digital Economy and Society Index). They are also likely to mitigate the inequity of HEIs (higher education institutions), empowered by a structured, goal-oriented strategy towards agile management in HEIs that is also appropriate for new market demands. Our study is based on an exploratory survey applied to 139 Romanian and Serbian teachers from the Information Technology School—ITS, Belgrade, and Spiru Haret University, Romania. The survey let them provide their knowledge of AI or their perceptions of the difficulties and opportunities of these technologies in HEIs. Our study discovered how difficulties and opportunities associated with AI impact HEIs. This study aims to see how AI might assist higher education in Romania and Serbia. We also considered how they might be integrated with the educational system, and if instructors would utilise them. Developing creative and transversal skills is required to anticipate future breakthroughs and technological possibilitiesThe new methods of education focuses on ethics, values, problem-solving, and daily activities. Students’ learning material, how they might achieve critical abilities, and their educational changes must be addressed in the future. In this environment, colleges must create new digital skills in IA, machine learning, IoT, 5G, the cloud, big data, blockchain, data analysis, using MS Office and other applications, MOOCs, simulation applications, VR/AR, and gamification. They must also develop cross-disciplinary skills and a long-term mindset.