A method of authenticating a device management system of a cloud-managed network includes transmitting a first transmission signal, from an access point, to a secondary port of the device management system. The first transmission signal comprises a first request of the access point to connect to the cloud-managed network. When the access point is incompatible with the cloud-managed network, the access point receives a re-direction instruction from the device management system to redirect the access point to a predefined Internet address to provide compatibility data for the access point. The method further includes that in response to receiving the compatibility data, transmitting a second transmission signal to the secondary port that includes a second request to connect to the cloud-managed network. The method include that in response to authentication by the access point, receiving an instruction from the secondary port to connect via a primary port to the cloud-managed network.