The purposes of this study are twofold: (1) to describe the leadership styles of social workers in educational administration and (2) to explain possible differences in leadership style by determining if context or gender or a combination of both factors influences style. This study will explore and describe the leadership styles of social work education administrators in the United States.The research design was a cross-sectional survey design and utilized multiple methods, both qualitative and quantitative, to achieve its purposes. Leadership styles were explored primarily through the collection of quantitative data in the form of a scale: the MLQ 5x-Short (Avolio & Bass, 2004). Specific qualitative data regarding personal views of the impact of context and gender on leadership style were gathered as well as quantitative scale data on the type of organization within which the respondent leads (Pawar & Eastman, 1997) and demographic data. This research design utilized web based survey methods, specifically the Dillman Tailored Design Method for survey design (2007). Question Pro was the web survey host and software used in the data collection process. Data analysis was completed using univariate, bivariate, and multivariate statistical tests and SPSS data analysis software.