Entrepreneurship and the Dynamics of Contexts: Contemporary Issues and Challenges aims to expand the discourse on entrepreneurship-context, with the goal of probing conventional knowledge. Recent efforts in contextualising entrepreneurship research have predominantly concentrated on the 'where.' While these studies have contributed significantly to scholarly discussions by sharing findings across geographical divides, it is evident that the 'when' and 'how' of contextualised entrepreneurship versions remain under-theorised and underexplored. The book aims to make two central points. The first point involves distinguishing between current assumptions and new findings and determining whether existing assumptions can be sustained or if new knowledge needs to be established. The second point emphasises the necessity of sharpening insights by balancing theories and concepts about contexts. This collection aims to contribute to a significant widening of the field. The International Studies in Small Business and Entrepreneurship Research Series opens a new chapter, as it seeks to advance discussions that consolidate conventional knowledge. The purpose of this initiative is to invite new reflections on the nature of entrepreneurship and small business across contexts. The collections in this series aim to improve the theoretical rigour and practical relevance of the field. The emphasis is to advance contemporary contributions that matter for small business and entrepreneurship, directing us to underexplored and under-theorised contexts.