Potential of Question-Answer approach and means of its realization were evolved during many years of research and its applications, in which we used a number of interpretations of the toolkit WIQA, for example, question-answer processor, Instrumentally, technological environment, and shell for developing the new applications. This Chapter discloses the retrospection of our activity and a number of architectural views on the toolkit that was developed in several versions as for collective so for personal uses. Among results of our works, the especial place occupies a set of reflections of important essences (used in designing the SISs) onto the semantic memory. A set of these essences includes a project, task, workflow, team, a member of a team, and others. Reflections of such artifacts uploaded in the semantic memory helped to program our versions of Kanban and Scrum that take into account an unpredictable appearance of new tasks