@evolgrinz
we're not sure of the land layout in Fractured. of course there could be some instances where people do that. Sandboxes shouldn't hold everyone's hand and have a 'safe spot' everywhere (beastkin safe spot exception). When someone sees a contract with a 'too good to be true' then they could not accept or hire some support. it's also possible for the courier could make a claim to others who go and PK the insurance fraud players. Who's to say the contract writer was the one to stalk the courier?
@Ifritth
If I want something moved and I have a chance of losing it then I want to be paid for the time to acquire the item and well as the replacement. If that 500g value took me 20 hours to acquire I don't want to lose that 20 hours of gold value.
@Darian
In Eve the ship was scanned by the police. Maybe the cities could have a customs npc or with enough charisma you could bypass it. Customs could fine the courier and maybe have jail time!