Purpose. To analyze the stages of digital transformation of entrepreneurial structures and identify the levels of transformation. Methodology. In the process of scientific research on the digital economy and the transformation of entrepreneurial structures, the following methods were utilized: expert assessment (involving experts from various fields of economic activity allowed for additional conclusions and recommendations regarding the possibilities of implementing digital technologies in entrepreneurial structures), scenario modeling (by developing various scenarios for the implementation of digital initiatives, the potential consequences and results of each were investigated), systems analysis (enabled considering the interrelations between various aspects of digital transformation and its impact on the economy and society as a whole), and marketing research (helped identify market needs and requirements for the implementation of digital solutions and products). Findings. The research considered the stages of digital transformation of entrepreneurial structures, which involve assessing the current state and readiness of the enterprise for the implementation of digital transformation; studying the potential offered by digital transformation and its effective implementation; investing in advanced digital technologies and the development of new digital products; designing and releasing products and services based on advanced digital technologies; controlling the transformed business and implementing advanced digital technologies and innovative business models. Advantages of digital transformation of business models are considered, which involve increasing the number of customers, enhancing customer satisfaction, increasing lead generation, traffic growth. The authors identified six levels of “digital transformation” of entrepreneurial structures, describing the stages of changes in business models caused by digital transformations: unsystematic level, opportunities monitoring, replicable level, results-driven, achieved controlling, and optimized level. Originality. A stage of digital transformation of entrepreneurial structures has been proposed: controlling the transformed business and implementing advanced digital technologies, which allows tracking the implementation of the strategy and achieving goals in the context of digital development. The authors highlighted such stages of digital transformation of entrepreneurial structures as opportunities monitoring and achieved controlling, which, unlike those existing in the scientific community, play a key role in the path of digital transformation of entrepreneurial structures. Practical value. The analysis conducted confirms the relevance of issues related to the digital transformation of entrepreneurial structures, the formation of changes in views on stages and levels of digital transformation in accordance with current trends and uncertain conditions. The research results can be taken into account and practically implemented when forming policies for the digital transformation of entrepreneurial structures, regardless of the field of activity.