Single person - How difficult to do everything by yourself?

It's not difficult. Most of the families I see setting up at campgrounds really only have one person doing most of the work anyways. The wife is usually dealing with kids/pets/food. This isn't always the case, but plenty of people set up on their own. If the site is level me and the wife can have our trailer all set up in less than 15 min. It's like a pit stop.