The article is aimed at studying and automating the stages of decision-making process for the development and implementation of health insurance products using the economic, mathematical, and simulation modeling. When analyzing the scientific works of scholars on the development of health insurance in Ukraine, the main stages of the decision-making process are allocated, the major of them are: the market need for an insurance product in the external environment; clear definition of the company’s tactical and strategic goals; examining the properties and characteristics of the insurance product; risk assessment and profitability of the insurance product. In the course of the study, the modeling of risk assessment, profitability of health insurance programs and analysis of the obtained results were carried out in detail. It is substantiated that a comprehensive analysis of the risk and profitability of health insurance programs will allow to form the necessary insurance reserves, to ensure the competitive position of an insurance company and to fulfill the targeted goals. If statistical information is available, any health insurance programs, including the COVID-19 insurance programs that require an assessment of pandemic risk, which requires special attention from both society and insurance, can be analyzed. It should be noted that modeling is a key element for assessing and managing pandemic risk. Prospects for further research in this direction are the expansion of the base of economic, mathematical and analytical models for assessing the risk of insurance portfolio and the inclusion in the simulation model of a wider range of factors of both the external and the internal environment.