School improvement is admittedly the main business of school leadership. However, while there is agreement on the importance of school improvement, sustaining this improvement remains a challenge. The challenge seems to lie in the disconnection between the leader and the context in which the school operates. This chapter presents contextual intelligent leadership as a new type of leadership that can create a link between context and improvement to ensure sustainability. [For the complete Volume 14, Number 1 proceedings, see ED568088.]