After 25 years of violent conflict and political suppression, Liberians elected Ellen Johnson as was president in 2005. Sirleaf, the first elected female president in Africa, was described as having broken the glass ceiling, paving the way for a new generation of Liberians and woman all over the world. This article argues that although women in some ways gained political mobility during and after the conflict, Liberia is still a male-dominated society where women struggle to gain authority in the public sphere and their professional fields. While education can be a channel for upward social mobility, education must be considered in relation to other factors such as family structures, socio-economic status and social positioning. The challenges that women face pursuing education in Liberia include the prohibitive cost of school uniforms, female students regulating each other’s appearances and presentation, family constraints, and the perception that educated women are a threat to male authority.