Let's say a person playing the Assassin class wants to scout ahead in the shadows. He comes across a group of monsters. Can he start putting shrouds on a target, while remaining hidden, then when he has 5 shrouds, sneak up and strike the target for massive damage?
It seems like this is a given for an Assassin, but I'm not sure the rules allow for it.
First off, the act of placing a shroud *might* be ruled to break Stealth...
Secondly, RAW states that a target knows what conditions are affecting them. This seems to limit shrouds by a lot IMHO. Even during battle, when the Assassin is in plain view, as soon as he places a shroud on a target, they are going to know it came from him.