Discussions around progress, that have always been at the core of critical social and political philosophy, have lately become particularly thorny, exposing a sort of double bind: arguments in favour of progress are unable to avoid positions that undermine progress itself, but rejection of progress risks giving in to reactionary, cynic or melancholic positions.In this paper, I formulate the hypothesis that the double bind depends on a sort of unhealthy “obsession” with normative criteria of progress. As a corrective, I propose to think of moral, social and political changes in the terms of what I call troubled normativity – a normative reflection, namely, that embraces conflicts, ambivalences, uncertainty. I discuss in this regard two recent perspectives on progress, Rahel Jaeggi’s pragmatist and Amy Allen’s genealogical-psychoanalytical ones. I further articulate their insights by taking into consideration the affective dimension of social transformations. I concentrate in particular on two emotional constellations, anger and hope, by drawing upon María Lugones’ and Jonathan Lear’s work.