| CPC G06Q 10/087 (2013.01) [G06F 9/542 (2013.01); G06F 9/547 (2013.01); G06Q 30/0645 (2013.01)] | 22 Claims |

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1. A method, comprising:
receiving, by a management system from a remote computing system, a set of vehicle information associated with a set of vehicles, the set of vehicle information comprising at least a vehicle identification number (VIN) of each vehicle in the set of vehicles;
receiving, by the management system from the remote computing system, a set of vehicle accounting information associated with the set of vehicles, wherein first set of vehicle accounting information comprises at least the VIN of each vehicle in the set of vehicle accounting information;
interfacing, by the management system with a telematics device positioned in each vehicle of the set of vehicles, to receive telematics information comprising at least location information for the vehicle;
for each vehicle in the set of vehicles, associating, by the management system, vehicle information, accounting, information, and telematics information to generate a database;
generating, by the management system, a graphical user interface comprising a map of a given region, the graphical user interface configured to receive input, the input comprising a digitally drawn boundary;
causing, by the management system, display of the graphical user interface on a user device of a user associated with the set of vehicles;
receiving, by the management system, input via the graphical user interface from the user device, the input comprising boundary information, the boundary information associated with at least two boundaries digitally drawn on the map displayed via the graphical user interface, the at least two boundaries comprising a subset of the given region, the at least two boundaries comprising a first boundary digitally drawn atop a second boundary;
translating, by the management system, the boundary information into a set of rules for each vehicle in the set of vehicles;
monitoring, by the management system, real-time telematics data associated with each vehicle by interfacing with each telematics device;
generating, by the management system, a second graphical user interface comprising the map that encompasses the boundary information associated with the at least two boundaries, the map comprising a plurality of visual indicators, each visual indicator of the plurality of visual indicators associated with a current position of a respective vehicle in the set of vehicles based on the real-time telematics data;
identifying, by the management system, a user selection of a visual indicator of the plurality of visual indicators via the second graphical user interface;
responsive to the user selection,
determining, by the management system, a target vehicle corresponding to the visual indicator;
responsive to determining the target vehicle corresponding to the visual indicator, identifying, by the management system, target telematics data associated with the target vehicle and plurality of trips recorded by the target vehicle;
generating, by the management system, a third graphical user interface to be displayed, the third graphical user interface comprising the target telematics data associated with the target vehicle and the plurality of trips recorded by the target vehicle, and
causing, by the management system, presentation of the third graphical user interface;
receiving, by the management system via the third graphical user interface, a further user selection of a trip of the plurality of trips recorded by the target vehicle; and
responsive to the further user selection, updating, by the management system, the third graphical user interface to include a graphical element comprising a visual depiction of the selected trip via the map, the visual depiction comprising a plurality of signal pins, each signal pin comprising a date, a time, and a subset of the target telematics data associated with the target vehicle at the time of the signal pin, wherein interaction with a signal pin of the plurality of signal pins causes the third graphical user interface to display the target telematics data associated with the vehicle at the time of the signal pin.
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