This dataset delves into the motivations and behaviours of elderly entrepreneurs in Cyprus - individuals who continue to engage in entrepreneurial activities past retirement age. Cypriot entrepreneurs often remain active post-retirement for varied reasons. The dataset includes qualitative data, collected in Cyprus (areas of Nicosia and Limassol), between the second half of 2018 and the first half of 2019. The dataset includes the transcripts in English of 37 semi-structured interviews.