Over the course of a couple weeks I noticed I seemed to be getting pretty low on drive space, so I free'd up a couple gigs by moving stuff I wasn't using right away to my WHS. A couple days later I was once again low on space but I hadn't really done anything. Then I thought oh it was probably one of my dynamic vmware disks expanding again and I freed up another couple gigs. A couple days later, same thing I'm again low on space and I'm not exactly sure why. This is when I remember that thread where Vista SP2 deletes system restore points and people regained a lot of free space, so I figured I'd try that for now and then try to figure out where all my space is going. Guess what, I reclaimed 150GBs. Turned system restore back on and I'll just remember to check back on it every once in awhile. I don't know why it was so active, I didn't recall making many changes that I would think would create an auto restore point. Just something to keep in mind.
tl;dr recycle your system restore every once in awhile to reclaim drive space if you're getting low.
tl;dr recycle your system restore every once in awhile to reclaim drive space if you're getting low.