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The increasing diversity in Ontario Canada is well documented. This has created the need for greater diversity among school leaders. This study examines the experiences of racialized school leaders in the Greater Toronto Area (GTA). By understanding the barriers to the advancement and promotion of racialized school leaders, this knowledge can inform changes in policy and enhance practices. Utilizing Critical Race Theory the research explores how racialized school leaders deconstruct their experiences within the context of their schools. Findings reveal that notwithstanding official commitment to diversity in Ontario racialized school leaders continue to face barriers and tensions based on race and racism.The findings of this research inform leadership programs, polices and practices.