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In sub-Saharan Africa, women own or partly own one third of all businesses, thereby having a large potential to contribute to the economic development and societal well-being in this region. However, women-owned businesses tend to lag behind men-owned businesses in that they make lower profits, grow more slowly, and create fewer jobs. To identify reasons for this gap and effective means to promote women entrepreneurs, large parts of the entrepreneurship literature have compared male and female entrepreneurs with regard to individual characteristics, paying only limited attention to the underlying environmental conditions. This is problematic as women entrepreneurs operate under different conditions than men, with particularly pronounced differences in sub-Saharan Africa. Against this backdrop, the goal of this dissertation is to contribute to a more profound understanding of women entrepreneurship in sub-Saharan Africa and its promotion through training by examining critical context factors. Specifically, I analyze two context factors that influence women’s entrepreneurial performance and the success of training interventions: 1) women entrepreneurs’ husbands and 2) the entrepreneurship trainer. These analyses are embedded in considerations of the cultural, social, and economic conditions women entrepreneurs in sub-Saharan Africa are facing. In Chapter 2, I conduct a systematic literature review on spousal influence in entrepreneurship and identify six recurrent types of influence. Complementing the literature originating from Western settings, I develop propositions on how the sub-Saharan context affects husbands’ influence on women entrepreneurship in this region. In Chapter 3, I build on a cultural theory and an economic theory of the household to develop and empirically test a theoretical model of husbands’ constraining and supportive influences on women entrepreneurship in sub-Saharan Africa. The empirical results point to three distinct types of husbands that differ significantly in their impact on women entrepreneurs’ business success. In Chapter 4, I explore the influence of the trainer on the effectiveness of entrepreneurship training in sub-Saharan Africa by drawing on an unsuccessful training implementation. Qualitative analyses indicate that the use of adequate teaching methods is critical towards training success. Overall, this dissertation makes an important contribution towards a better understanding of women entrepreneurs in sub-Saharan Africa and their promotion by shifting the perspective from a purely individualist to a more contextualized view of women entrepreneurship.