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This study conducts an empirical analysis using the Competing Values Approach developed by Robert E. Quinn, and argues that the leadership of local chief executives influences organizational effectiveness and that organizational culture reinforces the relations between them. This study also verifies the desirable type of leadership and organizational culture to increase organizational effectiveness. Three variables were used for the analysis, eight types of leadership as an independent variable, eight criteria of organizational effectiveness as a dependent variable, and four organizational cultures as a moderating variable. The result of this study shows that flexible types of leadership and balanced complex competing value leadership are preferred to increase organizational effectiveness and that organizational culture actually reinforces the relations between leadership and organizational effectiveness. Furthermore, balanced complex competing value leadership should be developed to increase organizational effectiveness by constraining hierarchical culture and promoting adhocracy and clan culture.