Most things you know how to do seem simple and obvious. If you don't know, it's usually hard and not obvious at all. It helps to have good spatial sense and to understand the mechanics. I learned on a short farm tractor with a long trailer when I was eight or nine years old. Nothing happened very quickly and every part of the system was visible, so it all made sense. Being able to turn my head and look right down at the hitch was huge. Dad let me keep working at it until I got it. It eventually became second nature and "easy". But if you don't learn it properly, it's hard. It's kind of like cutting your own hair in the mirror. You have to be super careful and move slowly or you'll put your eye out. Going super slowly makes it much easier, BTW. The other thing that helps is practice. Most people quit once the trailer is parked or the boat is in the water. You want to get good, go out and practice. For hours. Choose a challenge and then try to complete it in one shot. When it gets easy, raise the ante. Choose a smaller target, a sharper corner, go blind side using only the passenger side mirror, parallel park, etc. Everyone who is good at backing trailers has spent hours doing it.
