Despite a number of initiatives aimed at improving the representation and progression of women in the police service in England and Wales, the number of women in leadership ranks remains low. At the same time, concern over the quality of police leadership has been at the forefront of much public debate in recent years. This article focuses on recent proposals to reform the way in which senior officers are recruited through a discussion of the appointment of non-sworn/'outsider' officers through the adoption of direct and multiple entry models of recruitment as outlined by the Winsor Review (2012, Independent review of police officer and staff remuneration and conditions. Part 2. http://review.police.uk/part-two-report/). Hailed as an opportunity to secure an alternative face to police leadership, we reflect on the growing disquiet over police leaders and leadership and consider the possibilities of such a reform agenda for the representation and progression of women in policing. We propose that although a multipoint system of entry for specialization or leadership roles may offer a number of opportunities to a service in crisis, such a reform agenda may ultimately serve to threaten and further undermine women's participation and status in policing as 'outsiders'. (Published Abstract)