Well yeah, it's troublesome that we can't know how hard it is. I know you can say "The questmaster can't know how strong enemies will want to ambush you on your escort", BUT I have the answer : The questmaster gives me more gold when he knows that the escort is important. SO, to be both fair and roleplayish, let's make the questmaster to give us a hint of how important the escort is. Like,
"Dear lord, I want you to escort this caravan to Kingdom Castle, but be careful, the caravan you escort has a level of importance {X}.
Your Reward: Y gold." |