The first phase of the project “Cybernetics for the 21st Century” was dedicated to historical and regional studies on the development of cybernetics in the USA, Soviet Union, Poland, Chile, Japan, China, etc. in the 20th century. Phase 1 engaged with historians, philosophers and media scholars who provided us with a retrospective on the emergence of cybernetics and its implication in politics, science and art. The 21st century is undeniably a century of cybernetics, where we are witnessing the “becoming organism” of machines, the technological planetarization and acceleration towards full automation. We are experiencing a post-metaphysical world filled with new possibilities of liberation and freedom enabled by automation, at the same time haunted by a nihilism marked by robot revolts, imminent wars and climate catastrophes. The second phase of the project is dedicated to “cybernetics to come,” that is to say, a future inspired by cybernetics, while at the same time, moving beyond the closed systems imposed by its models, as well as the apocalyptic imaginations such as the technological singularity, to reflect on the future of freedom, democracy, right, co-existence, aesthetics, etc. A thorough critique of cybernetics and a speculative philosophy of technology are necessary in order to explore the possible worlds to come.