Why is it that so many women seem to climb the administrative ladder leading to the superintendency frequently and with relative ease, but do not reach that top rung? Data to help address this question is presented here. These data are part of a larger research project completed in the fall of 2006. In addressing this question, an overview of the study design is presented, providing a brief description of the participant selection process and the data collection methods. Data specifically related to the question are exhibited, followed by a discussion of the meaning these findings might have for increasing the number of women superintendents as well as the effects of mentoring on women aspiring to the superintendency.