Offline sideloading for enrollment of devices in a mobile device management system

Systems herein allow an administrator to efficiently enroll computing devices into a mobile device management system, even when those computing devices are offline and not connected to the system. A management server can include a console that allows the administrator to enroll an offline computing device by selecting an offline enrollment option on a registration record. This option can cause the management server to create a device record, indicating the computing device is enrolled. The management server can also create and save a provisioning file onto a storage device, such as a USB drive. Assets, such as graphics and applications, specified by the device record are also saved onto the storage device. The storage device can be physically connected to the computing device, at which point the provisioning file guides automatic installation of the assets and implementation of device settings and compliance rules specified by the device record.