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The parable of the dishonest steward has troubled us for centuries. How could a boss applaud the crooked manager who has robbed his boss by falsifying bills? There have been several solutions to this problem. Most of these were based on explanations of the motivations of the manager in such crooked behavior. For example the boss praised the manager, not for his dishonest behavior, but for his shrewdness in preparing for the future; or a that the manager was merely taking off the legitimate amount of his commission; because Levitical law was explicit that Jews must not charge interest on loans, particularly of fellow Jews, there was nothing his boss could do but praise his behavior. etc. Such solutions are trying to offer an excuse for the manager’s dishonest behavior, but there is, nevertheless, something labored about these explanations. Like most parables of Jesus, the parable of the dishonest steward also functions by getting into the reader's mind. the parable traps readers into a kind of sympathy for the crooked manager. As soon as readers sympathize with the manager, suddenly, the boss/the Lord voices approval. then readers are forced to reexamine their own support of a crook, admitting they are not so much different from him. To further explore this aspect of the parable, this paper uses a Jungian perspective. Jung argued that if we identify ourselves so completely with the light, we lose touch with our own darkness. When we fail to deal with our own shadow, and project it onto others. Applying these Jungian perspectives, the paper finds messages in the parable for modern people. With these messages, we may warn against making moral judgments, a practice that inevitably leads to selfrighteousness. When we don't make a moral judgments we may find good reason to praise the crook. He suspended the profit motive and put his neighbors ahead of profit. then he turned to human beings ahead of profit. He put communication and relationships above profit. Even though the manager’s motives may be lousy, operating out of self-interest, at least he has stepped beyond profit to relate to his neighbors, and he is reaching out to his neighbors with friendship and generosity.