The research defines a promising organizational model for using big data and AI in human–machine interaction during managerial decision-making within digital business. It examines the advanced international experience of the top 20 countries in the world, which have gained the most significant advantages from management automation in 2023. The authors developed a regression model to analyze the impact of social and technical factors on the outcomes of management automation. As a result, the authors proved that optimizing the influence of technical factors on management automation in digital business is more important than social factors. This research highlights that optimizing human–machine interaction in managerial decision-making based on big data and AI in Russia will make it possible to realize management automation potential in Russian digital business more fully. The authors developed a set of original recommendations to best organize human–machine interaction in managerial decision-making using big data and AI technologies. This will minimize the time managers spend complying with state requirements and increase gender neutrality in employment within digital business management.