The article is a continuation of a number of scientifc studies conducted by the authors within the framework of government assignments and grants, dedicated to identifying the relationship between the economic security of territories and the development of "green" entrepreneurship on them.Purpose: of the study is to model the assessment of the state of economic security of territories under various conditions of the transition to "green" entrepreneurship, taking into account the action of external and internal factors. "Green" entrepreneurship is a priority area for the development of Russian regions, consistent with the achievement of Russia's national strategic goals for the period up to 2030.Methods: in this work, cross-factor modeling and the method of integral analysis are used to calculate the composite index of the state of economic security and its structural components, taking into account the development of "green" entrepreneurship, supplemented by the method of a priori ranking of factors to assess the contribution of each component and justify the priority the selected factors affecting the level of economic security of the regions.Results: a three-component cross-factor model for assessing the state of economic security in certain regions of the Russian Federation (Moscow Region, Leningrad Region, Sverdlovsk Region, Novosibirsk Region, Altai Territory, Krasnodar Territory) had been calculated and tested. The regions were ranked according to the value of each of the components, as well as separately according to the aggregate level of economic security. The necessity of stimulating the development of "green" entrepreneurship in each of the analyzed regions. Have been substantiated and stimulating and discouraging factors that have an impact on the level of economic security, taking into account "green" entrepreneurship, pointwise in each subject, have been identifed.Conclusions and Relevance: the proposed approach to assessing the impact of the identifed factors on the level of economic security of the regions, taking into account the development of "green" entrepreneurship on the basis of the developed cross-factor model, made it possible to build a rating of territories and identify stimulating and discouraging factors in their development. On the basis of which to determine the tools for influencing the economic security in a separate entity.