In the recent past, the issue of working single mothers and the academic performance of their girl child has often been the focus of public debate. This paper highlights the changing times of single working mothers in relation to performance of the girl child from a historical perspective. The data for the study was collected using a questionnaire and interviews. Data was collected from Kitui, Kiambu and Uasin Gishu districts in Kenya, East Africa. Three hundred and five single and coupled parents were randomly sampled for the study. The data collected were analyzed using SPSS software programme. The findings showed that most working single mothers had readjusted to a sudden situation (single parenthood) and were offering the girl child the best education within the prevailing conditions. Though the law regarding property ownership and matters of inheritance have been reviewed and documented, the issue of actual ownership by single mothers is yet to be fully addressed. The failure to appreciate single mothers and the attendant parenting pressure is likely to affect the girl child academic achievement. On the basis of these findings the study recommends that single mothers be recognized as dual parents and that the girl-child be protected from any form of discrimination.