Abstract: A device may receive license data identifying device licenses and organization licenses associated with an organization of users of a multi-tenant system, and may identify, in the license data, entitlements for licenses associated with the organization. The device may combine the entitlements to generate combined entitlements, and may determine an entitlement count of the combined entitlements. The device may add quantities of new entitlements to the entitlement count, and may identify, in the license data, roles of the users and capabilities associated with each of the roles. The device may map the entitlements and the capabilities to generate a mapping, and may authorize a particular user based on the mapping. The device may process usage of the entitlements, with a machine learning model, to predict future usage of the entitlements, and may determine entitlement recommendations based on the future usage. The device may provide the entitlement recommendations for display.