ABSTRACT What happens to the imagination in the process of overturning despair and becoming an authentic (i.e. a Christian) self? Using the mystic concept of Entbildung (i.e. getting cleansed of images) as heuristics, the article re-examines the relation of the imagination and the will in Kierkegaard. Analysing the rarely compared texts Practice in Christianity and the first of the Ethical-Religious Essay, and paying close attention to the semantics of the image, the article argues that grace and imagination cooperate in the (...) process of Entbildung, restoring the self’s receptivity for possibility as an uncontrollable, non-anticipatable divine possibility. It is in this kenotic discipleship that the aspiring followers of Christ may come to resemble Christ, who in the Garden of Gethsemane prayed ‘Father … everything is possible for you. Take this cup from me. Yet not what I will, but what you will’. (shrink)