For a computer to be an intelligent assistant to the human user it must have some level of understanding of the context of the information that it is processing. This can be achieved by incorporating in the software a virtual information model that defines not only the properties of the objects that play a role in the application domain (e.g., trucks, trailers, drivers, roads, loading docks, and so on, in the transportation domain) but even more importantly the relationships between those objects. There are technical strategies available for constructing and subsequently leveraging such information models as the context-enabled foundation for computer-based reasoning. CHOBU has a great deal of experience in constructing such virtual information models and developing software agents that are capable of reasoning about the data flowing through the system in the context provided by the virtual information model. The resultis a powerful human-computer partnership with a surprising level of artificial software intelligence.