The aim of this exploratory study was to investigate the attitudes of a sample of Kuwaiti women toward their social roles and whether they desired leadership roles at work. The study addressed key questions related to women's perceptions toward leadership roles at work, the challenges faced women in their administrative leadership positions, the women leadership characteristics, and the socio-cultural challenges of women leadership roles in the Kuwaiti society. To achieve this goal, the study conducted open and closed-ended interviews along with a survey. The sample's participants included 45 female graduates from different departments at Kuwait University. The study demonstrated descriptive and qualitative analyses of the obtained data. The results showed that participants held positive attitudes toward accepting leadership roles and had the required personal characteristics and social skills for professional success and growth. They also listed the challenges in holding leadership positions, many of which were endemic to the patriarchal Kuwaiti society.