Don't worry I understand
I'd have trouble if I had an awesome gallery like yours too!
But yeah it took me a while to come up with a system. I sell prints on a site called redbubble and so I looked at the stuff in my dA gallery and decided that if I didn't have confidence in selling them, they probably shouldn't be on the internet.
So I got rid of a lot of them and scrapped a fair bit too.
Kept a couple for sentimental purposes too though
Plus some of my journals were whiney as all hell XD
When I'm not busy I'll probably turn my journal into a minature magazine of some sort... If I can be bothered XD