I dropped my chain a few times when I first got the road bike - and not even necessarily on hills! It definitely takes time. It was months before I started using my front chain ring at all - just left it in the middle and only used the rear gears. Learning to use the shifters is a little like learning to drive a stick shift - knowing how the mechanism works is certainly helpful, but you also just have to develop a "feel" for it. I practiced on a paved bike trail for a while before I braved traffic.

