Abstract: Disclosures in the present invention relate to a system and method of generating and optimising real time dynamic dispatch plans. The system in the present invention stores dispatch data which includes location identification data i.e. addresses/locations of the entities serviced as well as the route taken by the dispatch vehicle during the dispatch. Location identification data of two dispatches is compared with each other to identify highly overlapping geographic clusters and the boundary between such geographic clusters. Over time, this process is repeated and the boundaries thus identified are regarded as constraints to be used in dispatch planning. As such, two entities which lie in a single geographic cluster with no boundary between them are deemed to be capable of being serviced together in a single dispatch, whereas caution may be exercised while servicing entities that lie in separate geographic clusters.