The fourth industrial revolution has seen significant national and international workplace change, with greater emphasis on innovation and digital adaptation. In response, universities across the sector are recognizing the importance of supporting the education of work-ready graduates and the continuing professional development of the existing professional workforce. Digital technologies have the potential to facilitate the development of employability skills such as digital literacy and reflection and foster continuing links to the profession and learning community. This chapter discusses the importance of embedding authentic, digitally enabled employability curriculum across the student and professional lifecycle, and showcases practice in the context of health professional education. A matrix for the selection of technologies that support the development of employability skills is also proposed and discussed.