Increasing digitisation has put pressure on institutions of higher learning around the globe to find effective solutions to better prepare their students for the 21 st -century world of work. The paper presents the findings of a qualitative inquiry into the attitudes, feelings, and experiences of entrepreneurship students in a selected private institution of higher learning on the use of e-portfolios as a tool to enhance the learning experience. Data was collected using a combination of focus groups and semi-structured interviews. A thematic analysis conducted for this study revealed five (5) emergent themes on the contributions of e-portfolios in enhancing the learning experiences of the modern-day scholar. The resourcefulness, flexibility, engagement, entrepreneurial skills improvement and collaboration emerged as the outstanding contributions of e-portfolios towards enhancing learning. The emergent themes are in line with the entrepreneurial behaviour, imperative for every 21 st -century world of work. The value the findings of this study lies in its exploratory utility in exposing the lived-experiences, attitudes, and feelings of modern day students on the role of e-portfolios as a tool to enhance their learning experience and cultivate entrepreneurial behaviour in the modern world of work. Recommendations to explore the technological advantage presented by e-portfolios are presented.