Hmm.. ~1 month out from starting alpha testing of my app, do I update now, or later. Decisions..
I personally have had good luck upgrading small apps very easily from 3.2->4.0. The main thing I've run into with larger apps is going from attr_accessible->strong_params, which I realize I could do simply by adding the gem, but I'd rather go whole hog on it.
Rails 4 may be stable, but there are a thousand gems to still be brought up to speed. It very well may get easier later.