A control section of a server apparatus as an information processing apparatus in the disclosure executes: inquiring of a terminal of a user who desires to board a self-driving vehicle operating for pickup-delivery of an item, whether or not the user is able to handle work of pickup-delivery of the item at a pickup-delivery location between the self-driving vehicle and a pickup-delivery service user; and when a response indicating that the user is able to handle the work of pickup-delivery when the user is on board the self-driving vehicle is received from the terminal, transmitting to the self-driving vehicle an instruction to allow the user who desires to board and is able to handle the work of pickup-delivery to board the self-driving vehicle.