Solved this problem, just wanted to see if anyone had experienced it and show how I solved it.
Since installing 2014, every once in a while when trying to do a hole callout on a drawing, an error pops up that says the hole callout file (I think it's called "calloutformat.txt") cannot be found. It gave me the file path where it was looking, so i looked there and low and behold, there was nothing.
I opened windows explorer and searched my harddrive for the file ("calloutformat.txt") and I found it in another folder (It was in "Solidworks Corp/Solidworks (2)" or something like that, maybe solidworks made a new folder when doing the fresh install).
To make solidworks use this file, I went to Options>File Locations>Hole Callout Format File and deleted the old location and added the new location. Voila.