This chapter aims to examine the impact of transformational leadership on the management effectiveness of charities organizations, a less often studied organizations compared to those which focus on revenue building. Furthermore, as women remain underrepresented in both leadership and managerial positions but constitute a significant percentage of managers in registered charities and non-for-profit organizations, the study also aimed to analyze leadership and organizational effectiveness of women leaders in these organizations. Results of the analysis of the responses to the survey strongly support the capacity of the instrument to measure the transformational leadership and organizational effectiveness constructs. In addition, results confirm the existence of a positive and statistically significant relationship between the two constructs. Finally, results of dummy regression analysis do not show that gender has a statistically significant effect on organizations.