Kol/Ruby
I'm probably the last person you want to talk to about this, but... that wall. It doesn't seem that sturdy. My question is what's better. If he breaks it himself and everything floods him. Or if he hears it from you, from Dean, Bobby, people he trusts. I know keeping him in the dark is the best option, but it may not be much of one after a point. And short of someone messing with his head, compelling him to not worry about it, I don't think you're getting him to stop. Especially if these flashes keep coming. Just something to consider.