Within any discipline, teaching involves a distinctive relationship between content, pedagogical approaches and the use of technologies. In engineering education, the content includes mathematical symbolic and diagrammatic forms, traditionally taught using handwritten and talk-based approaches which have not been easily accommodated by keyboard-centric digital technologies. In 2012, a pilot project involving staff in the AUT School of Engineering was initiated to explore the use of digital pen-enabled technologies. This paper reviews educational research supporting the use of these technologies in an engineering education context and reports on findings from the project. The paper also discusses ways of integrating digital pen-enabled technologies with other developments in educational technology to enhance traditional pedagogical approaches to the teaching of engineering, and to facilitate progressive development of transformative approaches.