One variation of a portable radio system includes: a portable radio configured to transmit and receive audio communication, including a connector receptacle arranged on a rear face of the portable radio and a channel extending from the connector receptacle; a cable, configured to couple the portable radio to a secondary device, including a straight section configured to seat within the channel and defining a length greater than a length of the channel; a connector, coupled to the straight section of the cable, configured to seat within the connector receptacle to couple the cable to the portable radio in an upward and downward orientation; and a clip including a base section configured to transiently couple to the body over the connector and a clamp section configured to pivot relative the base section and to attach the portable radio to a user.