Family sociologists and demographers have long maintained a profound interest in understanding the determinants and consequences of female labor force participation. Much of this research has predominantly concentrated on the Western contexts, albeit with a handful of remarkable works shedding light on the Global South, where is also witnessing a growing focus. However, our comprehension of the intricate interplay between gender, work, and family in sub-Saharan Africa remains insufficient and restricted. Over the years, there has been a steady increase in women's education and labor force participation in this region. Yet, many women continue to grapple with sociocultural barriers that hinder them from fully harnessing their employment opportunities.Particularly noteworthy is the mounting tension between conforming to traditional gender roles and meeting household needs through women's paid employment, especially in the face of increasingly challenging economic circumstances. This challenge is particularly pronounced among marginalized populations, such as rural and low-income urban population. My doctoral dissertation seeks to address three hitherto understudied issues: 1) examining the relationship between an individual's employment status and that of other household members in South Africa, and how it influences that individual's likelihood of future migration, 2) investigating the role of employment among kin members and the support provided by family members in facilitating women's employment in Nairobi, Kenya, and 3) exploring the dynamics of women's work concerning union formalization, motherhood, and livelihood in Nairobi. The dissertation comprises two quantitative analyses and one qualitative methods study, resulting in three papers that draw from two datasets collected in South Africa and Kenya.