Theoretical and methodological problems of increasing strategic sustainability of enterprises are considered. A new economic and managerial category of the essence of strategic sustainability of enterprises is proposed. A number of new challenges in the transition to the digital economy is identified, including strategic planning and strategic sustainability assessment. Recommendations for the Federal authorities on the development of the platform for digitalization of strategic planning and improving the sustainability of enterprises are given. A new principal diagram of the platform for digitization of the strategic planning system of enterprises on the basis of a system approach is proposed