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This study was conducted in order to investigate the relationship between personality aspects and transformational leadership among the school managers of the educational regions 1 and 2 in Urumia. In order to measure personality and transformational leadership, NEO-PIR and MLQ-5X questionnaires were used respectively. The results indicated that Extraversion and Openness to Experience have a positive and significant relationship with transformational leadership, but the other aspects didn't have a significant relationship with this variable. Moreover, Openness to Experience predicted about 15 percent of the transformational leadership's variance.