When I compile and open my map, I can't see any of the textures and the roof is still a texture that I added a good 2 hours ago and have changed since then.
Any ideas? Pictures below.
I've spent 2 hours trying to figure out what I've done wrong. 
In Hammer;
http://2.imgland.net/Dh0f9M.png
In Game;
Do you have a leak?
is the map lit?
is "model" written anywhere in any of the texture names you are using on brushwork?
when there is no lightning set up the dynamic shadow casted by the sun will appear pitch-black
Piece of advice, if you get some weird errors in game, run your compile log through this:
Like TheOnly said: looks like the map might be unlit, adding environment light (sun) might help. AFAIK, CS GO doesn't even finish compile when there is a leak.
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