Current paper is aimed to the direction of bringing forward the utmost need of Secondary Education Principals’ training on Information Communication Technology (ICT). The theoretical context of our paper is a part of the general context of training educational leaders on educational leadership, around of which many conclusions have been studied and figured out. Nevertheless, not more than a few ones have been focused on the need mentioned. Almost all research about the relationship between a Principal and ICT is oriented to the Principal’s effect on teaching and generally adopting ICT in her/his school, instead of the improving degree of her/his leadership skills, to the direction of multiple contribution to the educational community (students, parents, teachers, superintendents) as a whole. We claim that it will be found out that the need of a very good awareness and familiarization of a Principal, regarding ICT, is imminent and imperative. Our work is based on literature, as well as on an original research.