The chapter focuses on the potential of electronic portfolios (e-portfolios) to engage and motivate the learners and presents a framework for the informed inclusion and adoption of social interaction technologies as a means to increase the effective use of e-portfolios. Electronic portfolios are a Web-based format for providing genuine evidence of student performance, self-reflection, competence, career planning and leadership. The e-portfolios meet the needs of the digital learner in the knowledge society. The collaboratively constructed artifacts enable the articulation of shared knowledge building and self-reflective practice, further confirming the status of e-portfolios as living documents. By their electronic nature, e-portfolios open promising opportunities for the assimilation of social interaction technologies such as blogs, wikis, podcasts, video, and photo sharing. The authors trace the development and use of e-portfolios within the context of higher education. Various e-portfolio tools are discussed along with their educational potential and the associated challenges.