A linear, sequential time conception based on in-person meetings and pedagogical activities is not enough for those who practice and hope to enhance contemporary education, particularly where online interactions are concerned. In this article, we propose a new model for understanding time in pedagogical contexts. Conceptual parts of the model will be employed as a "cultural technology" to help us relate to evolving phenomena, both physical and virtual. We label these constructs as "pointillist", "cyclical", and "overlapping" times. Pointillist time and learning takes place in "dots" of actions that consist of small, discrete moments (e.g., tweeting). Producing, receiving, and sharing ideas in this context are separate points in each actor's timeline. Cyclical time and learning emerges from intensive periods, which are highly visible in online forums. This construct reveals itself through interactions that often exist in multiple online environments. Overlapping time and learning involves various configurations of linear, pointillist, and cyclical layers, which are mainly evident through the simultaneous uses of social communication technologies. Pointillist, cyclical, and overlapping time constructs enable new orientations for conceptualizing time in pedagogy. In this article we also introduce "de-", "re-", and "en-" modes of these pedagogies that connect with approaches to meet the needs of learners for individualization, personalization, and cyborgization. (Contains 2 tables and 6 endnotes.)