The need to assess the risks of the trustworthiness of counterparties is increasing every year. The identification of increasing cases of unfair behavior among counterparties only confirms the relevance of this topic. The existing work in the field of information and economic security does not create a reasonable methodology that allows for a comprehensive study and an adequate assessment of a counterparty (for example, a developer company) in the field of software design and development. The purpose of this work is to assess the risks of a counterparty’s trustworthiness in the context of the digital transformation of the economy, which in turn will reduce the risk of offenses and crimes that constitute threats to the security of organizations. This article discusses the main methods used in the construction of a mathematical model for assessing the trustworthiness of a counterparty. The main difficulties in assessing the accuracy and completeness of the model are identified. The use of cross-validation to eliminate difficulties in building a model is described. The developed model, using machine learning methods, gives an accurate result with a small number of compared counterparties, which corresponds to the order of checking a counterparty in a real system. The results of calculations in this model show the possibility of using machine learning methods in assessing the risks of counterparty trustworthiness.

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The relevance of this work is due to the fact that in the conditions of digitalization of the economy, the tax authorities are forced to actively use the achievements of information technology in their work in order to improve the efficiency of employees and reduce their time spent on certain official duties. The article considers the main problems arising in the activities of tax authorities in the direction of tax control. The basic directions of development of the developed mechanism of automation of the tax control with use of information-analytical systems that in turn allows to raise level of economic safety of the state are revealed. The desktop application reducing time expenses of employees of tax authorities in carrying out of the pre-check analysis in 12 times which serves as an initial point in development of the application for an estimation of risks of economic and information safety is developed.