Until today, women have been working in big organizations for more than fifty years. With time, they have contributed to the growth, culture, and performance of many organizations. Today's market has certain needs which can be satisfied only if organizational units can evaluate the importance of gender diversity and implement it in their teams. Women have climbed on the corporational ladder over the last decades, which resulted in getting leading roles and being assigned more organizational responsibility. Women in leading positions are encountering problems which are referring to leadership, execution of an authority, giving guidelines, and strategic initiatives. Simultaneously, women in managerial positions have been encountering often problems regarding superiors, colleagues, and subordinates of both sexes. Women in leading roles are carriers of key roles and have been encountering different dilemmas. This dilemma with which women keep getting into touch, is primarily oriented toward social-cultural context, organizational culture, and on the external business environment. Often, questions are asked regarding keeping boundaries between personal and professional roles and relationships, efficiency in the workplace, and keeping a balance between personal and business life. To get a certain conclusion, in the final thesis, there are defined hypotheses that are going to be tested and those results will help to obtain certain answers regarding more often questions of today that are connected to women's leadership styles.