Jester is a Desolate One who troubles the World.
One can only defeat so many villains that want to "cover the world in darkness" before one starts to look for a different flavor of horrible.
EVIL JUST GOT EMO!
Could come across a band of refugees. Could have been thrown out of their town by a tyrant taking of their land, bought out by somebody unexpectedly, fleeing a battle they know is coming their way. Could be proof of what they are searching for, hints and tips of what is to come, or just to broaden the reality of the world.