Post office deliveries, similar to the docks/truck business stock deliveries and pizza boy:
Different vehicle types for the worker (Car, Van, Bike), the delivery locations would be randomized and not marked on the map. These locations would always and only be unowned private properties, the worker drives there, leaves the vehicle then /deliver near the destination, and the next location is already enabled/displayed.
Since the destination will only be informed by it's ID and name, the worker will use the /gps to point which direction it is.
Also, possibly if there's more than one worker near the delivery vehicle, either can confirm the /deliver (when vehicle is near the destination), that way enabling cooperation for this job.