This paper sets out to examine and explain the reasons why there are relatively few female secondary headteachers in England and Wales. Research relating to women in management has been mainly qualitative, but the data on which this paper is based are drawn from a large scale questionnaire survey which was sent to all the female headteachers in England and Wales, and which achieved a 70 per cent response rate. The issues covered include: demographic characteristics: career constraints associated with domestic commitments; overt and covert discrimination in the workplace and the reasons that the respondents gave for their own success. The author concludes that despite minor changes, there is a continuing and high level of discrimination faced by women who aspire to senior management in education.