Today the Vocational Education and Training curriculum is state-regulated, combining school-based and work-based learning it is offered at upper-secondary and post-secondary levels. The main problem of nowadays period for Vocational Education and Training is about preparing a new agenda for technical education in Greece for the new circumstances. Our paper aims to enrich, redefine, and expand the current curricula and educational practices, while also proposing a complete plan for the overall reformation of Vocational Education and Training’s learning conditions from the point of view of teaching and learning analytics. Through the existing changing institutional framework, the updated bibliographic references, and the experiential data of the educational reality research, we can understand the expected needs of technological educators and decide how to address the priorities that must be determined. As a result of expectation and one of the main topics of this paper, we focus on the preparation of the trainers and the overall redefinition of the role of education in preparing graduates. This paper's main conclusions or interpretations for the cognitive orientation of the existing curricula, as well as the directions of the thinking and teaching skills of teachers, and to build confidence in the prospects of technical education in Greece.