The article examines one of the most common methods of preventive measures used by the management of most organizations – insurance. The role of this process in the risk management system of enterprises is studied, its types are considered: property, personal (employee insurance), liability insurance. The normative legal acts regulating this process are listed. A description of the risk management system in the «Center-Agent» format is proposed. This system will allow modeling systems involving multiple Agents. The company acts as a Center, the insurance company acts as Agent 1, it is also assumed that there is an Agent 2 in the system – a waste disposal company. There are information, financial and resource flows in the system. This study describes the activity of Agent 1: its functions in the system, as well as its overall functioning process. The Center acts as a decision-maker, Agents build their work on the basis of this information. The work schematically depicts the activity of Agent 1 and its relationship with the Center. Mathematical models are constructed based on the objective profit function of Agent 1, as well as a system of constraints. The first model describes the relationship between the Center and Agent 1 in the standard mode, when the company carries out the insurance process, but the insurance indemnity is not paid, since there was no risk event. The second model is designed to calculate when an emergency has occurred, since it includes compensation for damage paid by the insurance company. The resulting models are designed to predict the costs of preventive measures of the Center, they also allow you to plan the activities of Agent 1.