Human and computer subsystems should be structured and designed to work in mutually cooperating ways guaranteeing a user’s usability. For this purpose, progressive system redesigns are needed with respect to human computer interactions to increase system reliability and transparency by increasing human-system interactions and especially a human user’s proactive participation, rather than by eliminating the human out of the loop. Such a socially-centered view on the human-machine system design regards a human and an automated agent as equivalent partners, and through their mixed-initiative interactions some novel relations of mutual dependency and reciprocity would emerge as well as flexible changes of role-taking are expected. After surveying the problems incurred by the conventional technology-centered automation in a variety of fields, we put an emphasis on the fact that a concept of sociality is really needed to form the ideal relations of human-automation and to let them emerge out of intimate interactions.