So does hammer just go full-retard and just....

After checking out your screenshot and see your "Radius culling" option isn't active, and assuming that brush the red line is pointing at is a world brush, I can only think of an uncentered origin in an entity, meaning that even though the entity is actually within the map's limits, its origin must have been moved out of it accidentally.

In order to be able to see the origin of an entity as well as other "helpers", you must activate the "Show Helpers" option in Hammer (which isn't active atm judging from your screenshot), this icon at your toolbar: Hammer_showhelpersicon.jpg

Check out the compile log for yellow messages and check what entity is Vvis saying that leaks and check its origin (it's a small circle that is usually at the center of an entity,). You can keep selected a number of entities and go to Tools > Center Origins for centering them all at the same time.

I hope this helps.

I am aware of this function, actually, and it only ever showed me a problem with entity brushes. In this one, its telling me its a light that is leaking, and even when i turn off everything but world brushes and put in a spawn, it still tells me there is still a leak, but once again it shoots directly through the wall.

EDIT: reloaded everything the next day and the compiler stopped being a jerk. dont know why because i didnt change anything or checked the files through steam tool cache. So I am confused as to what happened. Now the compiler has a red error that says Loadportals: reading portal 207

EDIT: okay I figured why its being an idiot. I placed an entity that is set to bind a key to a relay and because it needs to use quotations, it fucks everything up in hammer. This is inconceivable because I did this before and it worked just fine.

Yeah, never add " to anything in hammer. All values and key names are surrounded by quotes in the VMF/KeyValues format, so if you add one it'll mess up everything. You pretty much need to open it with a text editor to fix everything up.

yeah, I know that now. Its just weird how I got it to work for about a week straight and THEN it stopped working. And for that matter it said that something entirely different was broken