Ok, so I'm the closest I've ever been to ACTUALLY finishing a map, but my recessed lighting will just not work. Does anyone know from here what's not working? There's two problems there, 1) Celing isn't being lit 2)The recessed lighting texture seems to be giving off light, but doesn't look proper, in the groove.

If you guys can help, it'd be awesome.

Looks like you have a leak.

What Omnicoder said. Go to Map -> Load Pointfile. If it says "load default pointfile?" you know you have a leak. Load it and follow the line until it finds a hole between the inside of your level and the black void, and seal it.

That's kinda what I expected. I clicked load point file, it asked if I want to load default, I said yes, but then didn't find it. I must have just missed it. Fine tooth comb ahoy! Thanks guys.

EDIT: Yup! Something I thought was a brush was an object. Which means I need to rework the way the map works, I think. Thanks guys!

An object as in a prop_static?

Compile your map properly and this will magically disappear: http://forums.tf2maps.net/showthread.php?t=2994

Source uses the outdated method of using hitboxes for shadows, which fails miserably if the model has no hitbox or has an inaccurate one. Since the orange box Valve have been using a new standard but haven't updated hammer to use it automatically. The above link explains how you use the new method that works on the object's exact outline.