Studies on the interconnection between the legacy of socialism, individual attitudes, and entrepreneurship have increased considerably and have formed a new, dynamic, and rapidly growing field of research. However, the field remains largely unorganized and conflicting, making it challenging to take stock of the literature systematically. Our review explores the key trends, patterns, and internal knowledge structure of this emerging research stream. An innovative methodological approach that combines three bibliometric techniques (citation analysis, co-citation analysis, and co-occurrence analysis) and qualitative content analysis is applied. We identify the evolution, the most impactful journals, research, authors, and research contexts in the field. We also indicate the emergence of several academic conversations within the research stream and the critical arguments expressed in them. Research gaps and an agenda for further research are then discussed.