The purpose of this Research Full Paper is to systematically collect and evaluate the experiences of learners, instructors, decision-makers and IT employees of educational organizations of the secondary and tertiary sector who have been involved in cloud and ubiquitous technology adoption processes. It contributes to a better understanding of how digital transformation in educational organizations takes place, how ubiquitous access to cloud-based tools can be established within educational structures and what effects the use of cloud and ubiquitous technologies has on pedagogical work. We investigate educational use cases of cloud and ubiquitous technologies as well as their technical and practical requirements and examine adoption strategies pursued by educational organizations, the challenges faced and how to cope with them. In addition, we examine the role cloud and ubiquitous technologies have played in efforts to maintain instruction in times of Covid-19.