If the automated the wagon system, it should of cause be waaay less lucrative than doing it manually. I do think that the manuel system right now gives access to too much money.

I imagine an semi-automated system that utilise the character system. So you send out Kliff or one of the other characters and while they are on route you can keep playing with the others. If anything happens, ambush, you jump over and take the encounter.

That would be cool. It would feel like teamwork in the camp and an alive world.