A sentry engine determines, based on current conditions and a set of rules, whether or not to allow a feature, that is provided in a terrestrial environment to the wireless device, to be provided to the wireless device on-board a vehicle in a non-terrestrial environment. The sentry engine may be disposed in the wireless device, in an on-board data delivery device fixedly connected to the vehicle, and/or at a ground network in communication with the on-board data delivery device and the home network of the wireless device. The on-board data delivery device may communicate with the wireless device via an on-board local network, and may communicate with the ground network using a satellite network and/or an air-to-ground network. Allowance conditions may include operational and/or connectional states of devices and/or networks, a vehicle state, a roaming or authorization state of the wireless device, or a state of the feature.