Abstract: A system and related methods for management of communications and interfacing between a user and a connected fleet of vehicles, including a system for proactively responding to travel disruption or interruption events, including providing an alternative solution for a connected user to get to their desired destination, or to easily modify, change or cancel existing reservation data. The system provides notifications to the user of travel disruption events (delays, diversions, cancellations) in their in their flight or rail travel information. Response options presented to the connected user with the message vary depending upon the circumstances of the disruption, and the distance between the origination location and the destination locations. In some circumstances, the user is provided the option of a one-way vehicle rental.