Purpose: Multiple jobholders' workplace learning is an under-researched theme, although it offers possibilities to add knowledge of learning at several workplaces at a time. The purpose of this study is to explore the career development and workplace learning of Finnish multiple jobholders with university degree. Design/methodology/approach: The qualitative extreme case study of "elite multiple jobholders" was based on 45 in-depth interviews, which were analysed by abductive content analysis using the chaos theory of careers (CTC). Findings: This study showed that elite multiple jobholders were attracted by meaningful jobs, which were significant, had broader purposes or offered possibilities for self-realization and self-development, whereas they criticized paid work organizations. They tried to anticipate the future working life and labour markets and adjusted their careers to them by educating and by choosing jobs with learning possibilities. However, they saw themselves as constructers of the future, which left them at vulnerable position concerning the institutional setting. They organized their work flexibly with different contracts and their professional identities were networked. Research limitations/implications: This study is limited in Finns with university degree. Future research should inspect multiple jobholders with lower degree educations, in different contexts and with other methodologies. Originality/value: This study gives an example of applying CTC as a holistic framework to study how individual careers emerge contextually and how they are recursively connected to work organization and working life changes. Possibilities to understand fractals are offered.