At the beginning of the 21st. Century, all educators and all educational institutions, at all levels of education provision, are faced with the greatest time of possibility for change and evolution or stagnation and regression. Barker, 1978 in New York, stated that “action with vision can change the world” and the authors, based on their many years of experience working in both traditional and managed or virtual, E-Learning, lifelong-learning environments contend that the promotion of critical thinking is a key element in meaningful, responsible and soulful learning. Our ‘raison d’être’ as educators is to prepare our students for the society which does not yet exist and in doing so, provide them with opportunities to critically assess and transform their experiences into authentic learning experiences (Ó Murchú, 2005). This article explores the thought processes, realities and perceptions of the authors’ on-going experiences in on-line classes and gives their insights into promoting critical thinking in these Managed Learning Environments (MLEs).