Furling Main
It seems there are a number of things you can do to address this issue. You've got a few good suggestions here. In addition, if your sail is fairly new, I'd suggest you contact a rigger. The more bend you have in your mast, the more difficult to deal with an in mast furler. The other thing I've noticed is as a sail gets old, becomes stretched and loses it's shape it will become and more difficult to work in the furler.