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Message: <blockquote data-quote="LostSoul" data-source="post: 5860151" data-attributes="member: 386">Oh, okay.Well, the easiest way to deal with that is to make each check have consequences related to his goal; he wants to get information, so on a failed check give him some false information.  Or give him a penalty to a future check because of this false information.  Or maybe something out of the blue: "Oh, you just learned that there's a demon bound in the ruins."  Uh-oh.  Or maybe introduce an NPC group that's also looking to explore the ruins.On a success you can give him a bonus to a future check.  You could ask him, "So what magic item did you just learn is within the ruins?"  Or "You learned something about a monster; you get an auto-success on one future monster knowledge check."  Or even an auto-success on a skill challenge check.I guess what I'd do is ask the player what his goal or intent is, and then build on that - complications for failure, advantages for success.A quick table of complications or advantages as an aid for improv could help.  Like...* Time issues - it takes too long, another task must be rushed* NPC issues - you attract unwanted NPC attention, your actions upset an otherwise unrelated NPC* etc.There might be something out there on the internet like that.</blockquote>