In recent years, particularly over the last 10–15 years, the scientific value of oral history in relation to historical and social knowledge has been increasingly recognized. Since the 1980s, oral history researchers have pioneered new approaches to interpreting human experience, highlighting oral biographical narratives and recounted experiences as valuable material for social research. According to Tsiolis, the biographical narrative approach has become an established scientific methodology for studying how social actors interact with their environment and respond to social changes, as these are reflected through their subjectivity. Based on the above, this study involved four academic lecturers who narrated their academic and professional journeys, the factors that influenced them, the challenges they faced, and the positive impact of their engagement with teaching in the context of Greek higher education. The research employed the methodology of narrative biography, allowing the participants to recount their academic trajectories spontaneously, recalling personal experiences and memories. Through these narratives, qualitative data emerged, which were analyzed and coded into common themes, leading to conclusions about the conditions, aspirations, and disappointments experienced by academics in higher education institutions. The paper concludes some limitations of the current study and offers suggestions for future research.