Paulo Freire’s educational project evokes several challenges, debates and purposes that are increasingly relevant. The question of digital technologies applied to education is already rich in exchanges of experiences and debates. This article intends to dialogue with these debates and reflections, starting from Paulo Freire’s transformative proposal, and sharing, in turn, educational experiences that seek, in a concrete way, to respond to the challenges of the present time. Specifically, this article presents three educational experiences: the Demola program, a Pedagogical Innovation course, and the creation of two MOOCs – Massive Open Online Course. In doing so, it aims to serve as an avenue for reflection, for the debates happening in our current conjecture in which, globally and locally, educational practice develops as a transforming project and as a guarantee of full citizenship.