Modern digital transformation is a tool for strategic management and it is designed to rebuild an enterprise, starting from its product line and to the corresponding modernization of the entire production and supply chain in order to maintain and increase its competitiveness in a constantly changing business environment. At the same time, despite individual attempts to build a holistic digital transformation management loop, end-to-end automation of production planning processes and its implementation taking into account the impact of variability in the business environment, monitoring and response to such changes have not been implemented. This study proposes the basic principles of automation of production processes for planning and implementing digital transformation, managed taking into account the methodology for managing the digital transformation of commercial enterprises in a constantly changing business environment, and, also identifies the main tasks solved by such automation for its users. The scientific novelty of the research lies in determining the principles of automation of management and implementation of digital transformation. The practical value lies in the ability to quickly record and evaluate changes in the external business environment, predict the consequences of such changes, compare different trajectories for the implementation of digital transformation (taking into account forecasts), and choose the best option in order to increase its efficiency.