IS research aims at tackling questions related to how IT (technical systems) can support organizations (social systems). Researchers like Claudio Ciborra and Jonathan Grudin have (among many others) discussed the enormous challenges of developing theories that address both social and technological issues in this design problem in depth. Or should we say, that address socio-technical design issues? Is a socio-technical system something different than “interaction between technology and organization”? Does 1+1 make something different than 2, is it 3? Re-reading Orlikowski’s work from the early 1990s (a structuration perspective) and her recent contributions on socio-materiality it appeared to me: Did we come any further in this discussion during those 20 years, or is the message the same? What is a socio-technical system anyway? What consequences would an innovative answer on that question have for socio-technical systems designers in our society (and where do they work)? An attempt is done to create a new answer by mixing insights from Weick, Orlikowski, Ciborra, Argyris, Quinn and Heidegger and see what an interaction of their contributions leads to. This presentation is based on work in progress and does thus contain provocative questions and preliminary answers, but no final conclusions. Be prepared to enter the debate.