Education is one of the four fundamental pillars of the “Quadruple Helix” innovation model where governance system, the business environment, academia, and citizens collaborate together synergistically for the digital transformation of society. The focus of this work is related to the educational pillar. Starting from the challenges of 5.0 organizations, it emphasizes the importance of innovation, especially in emerging innovator countries of the European Union. The chapter proposes four real-life case studies from industry and agriculture where advanced automation methods and tools for design thinking, conceptualization, and cyber-physical simulation targeting the boosting of innovation in these economic sectors could be applied. The digital and physical environment is represented by the OMiLAB node from Lucian Blaga University of Sibiu, Romania. The chapter insists on the main stages of application development by describing (modeling) the problems that are to be solved and presenting the methodology, tools, and code required for the implementation using ADOxx as experimental environment. Such examples will equip engineering graduate students with the skills needed to adapt rapidly to digital technologies, use them productively, and foster knowledge transfer and innovation in all sectors of Society 5.0, paving the way to become digital leaders.