The article will discuss culturally responsive leadership theory as a means to developing pre-service Master of School Administration (MSA) students as culturally responsive leaders who understand and are able to bridge differences that arise in diverse educational settings. The issues explored include those related to the cultural heritages and educational histories that students, faculty and stakeholders bring with them to the educational setting. The article will discuss ways that educational leadership can employ 21 Century technologies to enhance online instruction and teaching strategies. Moreover, the article will explore how online teaching approaches are effective in providing a forum for meaningful and in depth experiences for students.