In this qualitative study, we analyze postgraduate students' perceptions of strategic behaviors they developed during their online studies and their ability to extend this behavior to their own praxis. Findings suggest that strategic behavior centers around the development of four core skills: engaging in self-directed thinking; fostering effective communication; fostering leadership and shared responsibility; and using technology to reinforce, extend, and deepen learning. Through a dialogic process, where the presence of a supportive online community of practice plays a central role, participants appear to use these skills to engage in a process of un-learning and re-learning. The asynchronous modality of the online medium, allowing delayed rather than immediate responses, appeared to facilitate deeper, more considered constructions of new understandings. Ultimately, this online modality appears propitious in building self-confidence, thus empowering participants to act in their professional domain. [For the complete volume, see ED578177.]