Abstract
This paper aims to examine how the gig economy, as a global trend that is transforming labour markets worldwide, manifests itself in a smaller economy such as Slovenia. Specifically, the paper focuses on how this trend is manifested among Slovenian freelancers, with an emphasis on generational differences. Descriptive statistics, the Mann-Whitney U test and the Chi-square test, were used in the study to explore perceptions and generational differences and to determine whether they are statistically significant. The results show that both younger and older individuals are likely to choose freelance work due to the need for flexibility and independence in project selection, reflecting their desire for greater control over their personal and professional lives. In addition, the research reveals a perception of insufficient support for such new types of careers and a need for educational programmes to improve skills and awareness of the digital labour market. The findings suggest the need for targeted policy measures to support freelancers of different age groups by implementing comprehensive government programs that promote lifelong learning and upskilling, enable the development of local coworking spaces, provide digital market information and include entrepreneurship education and digital literacy in school curricula to strengthen freelance careers, making them sustainable and contributing economically to regional development.