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In South Africa, the population composition reveals more females than males. However, the workforce participation data affirms a more male-dominated outlook. Such disparity between male and female workforce participation is especially evident in the law enforcement institutions like police departments. Although the prevailing laws have ensured access to employment opportunities, advancement in leadership roles by female police officers (FPOs) is found to be lacking. In this regard, this study examines the challenges faced by South African women in attaining leadership roles in policing. Furthermore, the study develops a leadership development framework for ensuring the advancement of women in policing. To accomplish this aim, the study acquired information from 8 male and 100 female police officers through questionnaire and interview methods, respectively. Queries were made to understand the experiences, challenges, and ways forward. Results elucidate that there is a lack of strategic policy in place that can ensure the advancement of women as leaders in the policing field in South Africa. Moreover, the overall outlook of male police officers is affected by stereotypical assumptions about females’ strengths and abilities.