Previous research has established a correlation between the scarcity of female leaders and the continued absence of female employees at the lower and middle levels of the corporate hierarchy. Women are more likely than men to take a career break or change jobs, so women's career development patterns are not as linear. The aim of this study is to examine how female employees perceive their relationships with female supervisors and their perceptions and considerations when facing career development; therefore, a snowball sampling aiming at interviews with 20 women of staff-level positions who had experience working with female supervisors in the private profit organisations was taken for this study. The study found that the influence of female leadership extends to the process of forming the personal values of female employees at work, which further alter the staff's work cognition, and later determine their career obstacles and opportunities in terms of employment considerations and expectations.