While recognizing digital transformation processes based on Artificial Intelligence reveal fundamental essentials about the structure of our world and the way we design our living as well as digital artefacts.  Why not fuse digital and human-driven approaches to realize their collective creation capabilities? At the conference we are interested how ART raises awareness for this fusion and how we will find a dialogue along crossroads of disciplines. The envisioned learning journey will intensify reflective practice to become well versed in co-creating digital realities, taking into account structural and system(ic) particularities.