This chapter will outline what we label ‘collaborative future-making’ (CFM), which can be understood as an interplay between critical imagination and collaborative engagements in future-making processes. Using critical imagination to break out of (imagined) political and scholarly deadlocks is an important theme within collaborative future-making. Imagining should not be confused, however, with an abstract practice. Instead, critical imagination links directly to forms of participation and engagement. Collaborative engagement concerns how we can work together. At the centre is an ethos of democratizing processes of change, that is, to acknowledge people’s skills and rights to influence their everyday environments. This approach should be understood as a shift from engaging with the future through forecasting to a concern with how critical imagination can challenge basic assumptions, norms and structures to widen the perspectives on what constitutes socially, culturally, ecologically and economically sustainable futures, engaging not only professionals and policymakers, but also citizens and civil society. This chapter presents opportunities in what we call ‘collaborative future-making’, as well as highlighting the potential problems and challenges in collaborating. This critical perspective is illustrated through a series of empirical examples that combines critical perspectives with constructive and collaborative aspects.