Background: Female entrepreneurship has a crucial positive influence on the economy and social advances. Yet, women are still underrepresented in entrepreneurship and are often made to fit a male-centric western entrepreneurship stereotype. Further, many studies on entrepreneurship focus on one context and there is a lack of cross-cultural studies on influential factors and how female entrepreneurs can manage them. Purpose: The purpose of this study is to add to the literature about female entrepreneurship and its influential factors and related management aspects. We utilise a feminist theory lens, which suggests women should be viewed on their own to add female perspectives to literature and broaden the understanding of entrepreneurship. We further follow a cross-cultural comparison between Germany and South Africa as developed and developing contexts, which provides richer and newer insights into the variety of influential factors. Method: Methodologically, this study is based on qualitative interviews and an exploratory research design. In an abductive grounded theory approach, we have interviewed five German female entrepreneurs and five South African female entrepreneurs. In semi-structured interviews, we could gain significant insights from female entrepreneurs about their journey. We further utilised a comparative analysis to sufficiently view the similarities and differences between the two contexts. Conclusion: Through this study, we were able to compare findings from previous studies and further identified new areas that have not been previously studied. We realised that many internal factors are crucial for female entrepreneurship, and we identified five major categories of influential and managing factors.