Abstract: An insurance management system of a professional employer organization (PEO) is disclosed. The system can include a database that stores organizational data associated with a plurality of organizations that are part of a PEO. The system can obtain first organizational data associated with a first organization of the plurality of organizations. The first organization data can include employee data of the first organization. Additionally, the system can determine a risk assessment score of the first organization based on the employee data of the first organization. Moreover, the system determines a plurality of insurance plans for the first organization based on the risk assessment score of the first organization. Furthermore, the system can rank the plurality of insurance plans based on the value and the coverage plan of each insurance plan. Subsequently, the system can present an insurance report based on the ranking of the plurality of insurance plans.