The object of this study is digital assessments of the strategic sustainability of enterprises. The motivation for this study was, on the one hand, the role and importance of scientific management of strategic sustainability of enterprises for regions, especially the depressed ones, and the Russian economy as a whole, in the face of growing market turbulence, and on the other hand, the lack of development of methods and models in this area . To build models and their verification, methods of system modeling, causal analysis, content analysis, strategic analysis and forecasting were used. The main scientific results are: a new digital model of strategic sustainability, based on a causal model of key criteria for strategic sustainability and including three levels (zones) of strategic enterprise unsustainability; a new principle of priority in orienting digital assessments of strategic sustainability to present and future changes in the external and internal environment instead of the universally applied retrospective analysis used today; a new classification of scientific approaches to the study of company sustainability by the criterion of objectivity of results; new key indicators and boundaries of strategic unsustainability zones; a brief algorithm for the formation of final integrated digital assessments of the strategic sustainability of enterprises on the basis of partial criteria and threshold models. As proposals developed recommendations for the Ministry of economic development on the addition of the Order of Ministry of economic development of the Russian Federation from March 23, 2017 N 132 by the provision of the necessary digital calculations of strategic sustainability of enterprises in the 3, 5 and 10 years, as well as recommendations for the Ministry of science and higher education of the Russian Federation to stimulate development of new areas of research - digital simulation of strategic sustainability of enterprises in the universities and research institutes . The main findings of the study are: the identification and formulation of a new problem of the absence in strategic management of digital assessments of the strategic sustainability of enterprises; the rationale for the transition from standard retrospective statistical methods to priority system digital models built on the basis of models of cause-effect relationships, and the use in theory and practice of management of new digital criteria and models for assessing the strategic sustainability of enterprises.