Technology has become ubiquitous across both private and public sectors as well as culturally within our nation. Technology enables those that wield it the ability to operate at a scale never before experienced. Advances in the utilization of technology have given organizations, to include those in the public sector, the ability to deliver core services more efficiently and effectively than ever before. Recently, companies in the technology sector have begun to migrate their services to a model where their applications are hosted in the cloud and licensed on an annual subscription basis. The rapid migration to the new licensing type has created a problem for organizations with tight definitions and controls around how certain types of services receive funding. Namely, the migration from capital expenditures to a model dependent on operational and maintenance dollars has created a significant issue for the public sector and public sector dependent organizations.