Safely deploying drones in delivery services requires testing and experiments in various service environments. However, the number of facilities where the experiments can be conducted is still too small and the authorisation process is complicated. The development of robotics and IoT technologies, in turn, has led to the creation of various express delivery services. This case study concludes that it may be beneficial to consider relaxing existing regulations in Korea so offline retailers can compete with online retailers on equal terms. In a similar vein, there is a need for standardising technical components for truck platooning technology, as well as for undertaking regulatory reform in areas such as the use of pedestrian image and object location information, while taking better account of autonomous driving’s implications.