Our social and technical history, albeit contested, is our culture as human beings. Yet, it (the technical component) goes unclarified and untold in many ways. To find clarification and “understanding,” this research revisits the history of technical learning in and out of schools. (Bennett, 1926, 1937). Case study information from a technical-minded school headmaster is also analyzed in order to clarify a human tendency that is central to understanding how technical education is or is not embraced in the schools.