This book intends to show how the Gospel text of a ‘Sinful Woman Anointing the Feet of Jesus (Lk 7:36-50)’ becomes a paradigm of the theological strategies of Luke, especially in favour of those who are in need of divine and human compassion. It also attempts to explicate how the text, especially with the parable embedded in the narrative, becomes the basis of a positive theology for the failed, a theme which could be considered a climax of the Lucan theology of divine mercy and compassion. A positive theology of failure may appear as a paradox, but in the concrete human reality of failures, it is fascinating and inspiring to see this radically new vision of Jesus revealed in this Gospel text.