A high mast light pole inspection system includes a command center and a transport vehicle. The transport vehicle has a frame configured to be secured around a high mast light pole, and a plurality of sets of wheels. Each set of wheels has a spring mechanism that biases a respective set of wheels inward towards a center of the frame. The plurality of sets of wheels are wirelessly controlled from the command center. In addition, the transport vehicle includes a plurality of cameras mounted to the frame, a power supply coupled to each set of wheels and camera, and a RF digital video transmitter coupled to the plurality of cameras. The transmitter is configured to transmit a wireless multiplexed output of the cameras to the command center.