Ok I tried all these methods, the void is totally sealed off with chalk and I pressed I to invert selection etc and still every entity seems to have some strange leak. The leak even goes right through the middle of the outside solid brush and into the void. I'm not sure if this is an editor error or not, when I created the entities I made sure they were within the bound by turning a brush in the proper place into them. It seems random, one compile a minute ago without light entities worked, but then a second compile with the only change I made being outside chalk and the inner portal sky texture and all of a sudden my arch static that I made that was fine for 4 compiles now gives me a pointer file through solid brushes. It seems that as soon as I make another torch its fine, but a compile or two later and it errors again, even with the whole map pasted into a another file. Any suggestions? Its a small map to show my mapping skills so I can do darkmod, should I upload and have you guys check it out?