More responsible and potent World-wide distributed cybersystemic education is now essential for the survival of eudamonic human being. The main thrust of this chapter is that multi-level multi-perspectival learning conversations supported by manipulatable realia workspaces are essential for potent and responsible education. Three types of conversation: 1) about why we are learning this, 2) about what this amounts to, and 3) about how to better learn, are (after Harri-Augstein & Thomas, 1991) taken as primary. And employed to construct the argument for using and improving versions of learning support ventures based on Gordon Pask’s Conversation Theory. Roy Bhaskar’s Meta-Reality Philosophy provides an appealing novel approach toward legitimating our whole collective undertaking.