Your iPad maybe supervised or restricted. It can be solved by the administrator: If the device is supervised through an Apple Configurator profile, we can ask the Admin/owner to check the option 'Allow devices to connect to other Macs' and in the restrictions check (select) 'Allow pairing with Non-configurator hosts'. Another option is to check the 'Restrictions' under the MDM Certificate's details and if the following options are present ask the IT Admin to remove those policies from the device and re-deploy the policy certificate. Installing configuration profiles not allowed Pairing with iTunes not allowed. Establishing untrusted TLS connections not allowed. In-app purchase not allowed.