The methods of analyzing the influence of instability factors on the estimation of the risk of failure of an automated system and of decision making for enhancing its stability are discussed. The method of hybrid integrated assessment of the resilience of automated business systems for technical and financial failures is developed. It is based on an analysis of the multifactor dynamics of performance. The method calculates the characteristics of instability in the course of operation, including estimates of the risk of failure. In assessing technical and financial risks, account is taken from various sources of information: objective statistical data for some periods and expert data on the mutual influence of factors of production activity of machine-building and construction enterprises. The dependence of forecast assessments and input factors is used in the optimization tasks of improving the stability of enterprises.