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In this research, the relationship between headteachers’ leadership behaviors and problem-solving skills was investigated. The sample comprised 268 headteachers, 53 female and 215 male. The research instruments used were the Leadership Behavior Scale of Turkish Public Administration (Ergun, 1981) and the Problem Solving Inventory (Heppner & Peterson, 1982). The data were analyzed using the independent t test, variance analysis, Tukey test and correlation test. The results revealed: 1) that there was no significant difference according to gender in the leadership behavior subscale, 2) that there was a significant difference between headteachers’ leadership behavior and the type of school at which they were employed, and 3) that there was a significant relationship between headteachers’ leadership behavior and problem-solving skills.