This case study explored the nature of the learning experience with an eportfolio and whether it enhanced the development of critical thinking among online distance learners. Data were generated using the participant eportfolio entries and two-time semi-structured interviews. Five themes were constructed in the data led thematic analysis: being an online distance learner, the experience of learning with an eportfolio, my approach to learning, thinking critically in my eportfolio, the sociology discipline context. Findings indicate that learning with an eportfolio can enhance the nature of the learning experience by providing learners with a personal space to evaluate their own learning, to process their thoughts and experiences, and to document their lives and learning in an authentic and meaningful way. The findings suggest that learning with an eportfolio can enhance the development of critical thinking skills and dispositions within a disciplinary context.