A delivery management server includes one or more processors configured to receive a return request notification indicating that a return is requested using a package container. The one or more processors are also configured to, based at least in part on receipt of the return request notification and a determination that a cover of the package container is in a closed state: store a trial end time, determine a trial duration based on a comparison of a trial start time and the trial end time, and based on a determination that the trial duration is less than or equal to a trial duration threshold, send a request to direct a transportation vehicle to a container location to retrieve the package container.