Systems and methods to provide multi-layer visibility of nested containers at a mobile checkpoint are disclosed. Thee systems include a portable deployment kit in communication with a nested container. The portable deployment kit can be contained in a durable carrying case having a total weight that is within military standards for carrying by one person and includes a handle. Inside, the carrying case can include foam or other material to protect internal components during transport and deployment. In use within the system, the portable deployment kit can serve as a self-contained checkpoint or site server for gathering necessary information from the nested container and uplinking for centralized data collection. In one embodiment, the portable deployment kit includes a label printer for updating an identification device on the nested container to reflect, for example, aggregation and deaggregation.