A base device for a portable source device includes an output device and a proximity sensor configured (i) to receive a proximity signal associated with the portable source device when the portable source device is disposed in proximity thereto and (ii) to generate a proximity event notification in response to receiving the proximity signal. The base device includes a controller disposed in electrical communication with the proximity sensor and configured to, in response to receiving the proximity event notification from the proximity sensor, transmit a command signal to the portable source device. The command signal is operable to configure the portable source device to automatically send content to the output device via a wireless communication link.