This article attempts to identify the key forces driving the successful digitalization of the energy sector, ensuring improvements in the energy triangle including sustainability, stability, and economic performance. The article sheds light on the diverse energy priorities at supra-, national, and managerial levels, and the role of digitalization in achieving these objectives. Catching up economies (such as Poland), being post-socialist EU member states, in order to transform its energetic sector, must overcome a number of infrastructural and social shortcomings retained as a legacy of the socialist economy. As such, sustainability (as the core priority at EU energy agenda) may not be the leading objective at both national and company level in the energy sector transformation. This article presents the results of empirical research carried out through distribution of e-questionnaire addressed to Polish managers from the energy sector. The results were analyzed using the fsQCA method. The findings suggest that, for managers, the most important drivers of digitalization and transformation of the energy sector in Poland are its high economic performance, together with support for energy prosumers and consumers. The prerequisites for a successful digitalization are alternatively the absence of management barriers, or a combination of high economic performance and a strong focus on environmental protection. Surprisingly, according to managers surveyed, the rapid implementation of new technologies is not considered a vital condition for successful digital transformation of the energy sector, which implies either or managerial lack of knowledge in this area and/or a reluctance to introduce digital rapid technologies.