depends how you stage such an event. - there have been "convoy" events before - with start and destination - but maybe not a fixed route, but valuable cargo ( like several millions credit cards ).
for example, i remember an event where there were several transports protected heavily by escorts that had to make it to a distant place. - the attackers were announced before, but it wasn t said which route the convoy would go, so it wasn t clear how the attackers would ambush the convoy.
the attackers had to choose to spread out and maybe be caught one by one by the escorts, or try to stick together and attack as a big team - but that could have meant that they miss the whole convoy. - such events are fun. - and its a great event for new people especially, cause the roleplay is "simple" - you haven t got all the politics around, but oyu have a clear good and bad, and a pretty clear setting about attacking and defending with the goal to stay alive ( dead escorts cannot get their paycheck ) - and making sure at least parts of the convoy reaches its goal.
its a good incentive to say - the attackers get all they can loot. and wahtever reaches the destination will be shared among the defenders. - but such an event is expensive for the people who organize it.