ince the earliest AI research and applications at the end of the 1970s, there has been a fascination for how AI could be used in educational contexts. Over the years, to the present day this has involved three broad focus areas for computer science: hypermedia systems, recommender systems, and more advanced personalization systems, including chatbots usage. At the same time, in related practice areas, a focus on dynamic data and information based systems, including learning management and student information systems, have been evolving. While in games and interactive digital design, notions around experience-based and activity-led learning pedagogy have combined to deliver serious games, interactive animations and simulations applications particularly in medical and military training contexts. While AIED, as a discipline area has been slowly brewing, a considerable knowledge base has been growing, including, many demonstrators, research papers and tools, which have emerged over this period. Recently, the social, economic and political impact of generative, and fully dynamic, information systems, coupled with advances in processing power, presents an acceleration on this trend. The accumulated digital technologies clearly allow us to bring together these threads of research and different types of applications, but present significant ethical challenges. This presentation will consider the context, technologies, and research findings, indicating clear routes for educators, professionals, managers and policy makers to take to ensure safe and secure digital futures.