This study investigated the educational and career experiences of former Australian Olympians after their participation in the International Mathematical Olympiad. For this purpose, 15 former Olympians were engaged in interviews about how they developed their mathematical talent at university, how they selected their careers, and how they developed their mathematical talent within their careers. Thematic analysis was undertaken on the collected data. The resulting themes provided useful insights into the reasoning behind the selection of one's area of study, the nature of the study experience, the factors considered in the career decision, and the nature of mathematical development in one's career. Among other conclusions, the study suggested the applicability of two theories (i.e., the theory of work adjustment and the megamodel of talent development) in understanding the educational/career decisions of this group, the need for more systematic gifted education provisions within tertiary settings, and a prominent "brain drain" effect.