I think I solved the issue...
I had some areaportal leak (apparently I had areaportals, I just forgot about them) and it didn't create any pointfile for some reason
Here's the full story, you don't have to read if you don't care
-My whole map was misaligned
-selected the whole map, pressed ctrl+shift+B (align to grid)
-stuff aligned to grid, but not all of it aligned together with other stuff around it
-I didn't notice it, but some of the areaportals misaligned, some complex shapes made holes that caused areaportal leaks
-got this error
-compilation didn't create a pointfile, that's why I assumed there's no leak (and created this thread)
-found out there is a leak
-sat down for a few hours, compiling only VBSP, loading pointfiles, and fixing hundreds of strange leaks which I never thought could exist