This exploration was inspired by the fact of the various studies both on the gospels and educational leadership, as well as the researcher’s interest in educational leadership. The study did not explore these concepts from a theological or biblical perspectives of leadership in the gospels, but rather takes an explanatory stance on how the researcher interprets different leadership events in the gospels when compared with contemporary educational leadership theories. In particular, taking into consideration the models of educational leadership as suggested by Bush and Glover (2003, 2014) as valuable contemporary typologies. The study delves in the role of Jesus as a leader and the role of leadership in the New Testament, leadership in general with further emphasis on educational leadership. The study was explored using desk research by gathering information and insights from various scholars and analysing them to interpret the correlation between leadership, in particular leadership in the gospels with contemporary educational leadership concepts. The study suggests that there is much more to be explored but there is much in common with leadership theories dating back around 2000 years with today’s typologies.