Guardini argues that a personality is actualized by ‘encounters’(=Begegnung). This study defines Guardini's concept of encounters and then examines its implication for education. This study reviews Guardini's major works on the topic of encounters and the personality. The findings are as follows. (1) As each science advances it sets boundaries whihin which it enjoys autonomy for further academic pursuits. However, the science of education, because it draws from all academic fields from biology through theology, should not set self-limiting boundaries. In Guardini's words : it should remain ‘relativistic’ rather than ‘absolvistic’. (2) Man is ‘image’(=Bild), i.e., a being who, because he was created in the image of God, is not only more than the sum of his constituent parts, but also, take into consideration to refine this Image. (3) A man, because he is endowed as ‘Person’, is actualized through interpersonal contacts (i.e., ‘encounters’) with other human beings. (4) A man can have a ‘genuine’ encounter if his encounter is reciprocal, i.e., with another human being or ‘God’ (Although contact with an animal of inanimate object may still be classified as an ‘encounter’, it cannot be classified as ‘genuine’) (5) As a man experiences genuine encounters, he develops his 'Bild'. He therefore needs opportunities for having genuine encounters with other people which allow him to develop his own ‘Bild’. Another aspect of encounters is that they are spontaneous events. The implication for educators, then, is that it is not always possible to preplan of maniplate encounters. This problem is further complicated by our world's competitiveness which inhibits those who might otherwise have genuine encounters. Guardini also emphasizes the ‘uniqueness’(Einmaligkeit) of each human personality (=Person), and postulates that because it, like ‘Bild’, is God-given, all humans should be regarded as equals. Even if this theological explation is omitted, it still makes sense to regard all humans as equal, even if only on ethical and humanistic grounds. Actualization of one's personality can be achieved by the ‘Bild’ through genuine encounters with other people. When a man is spontaneous, he can have frequent genuine encounters and the personality in this way, prevailing preplan ned and control-oriented programs should be carefully revaluated.