Even though they are more money, we always get a premium site, because they seem to have more room. I also request a corner site because it is usually easier to back into.
Don't worry about being nervous about backing your trailer in, I have seen many people have problems backing their trailers into their site, it is natural. Sometimes it takes serveral attempts and it is not just TT, it is also FW and Class A. Tell him to take a deep breadth and not worry, just take his time.
It also is a natural occurrence for the guy and his wife to bicker the entire time while doing this, it happens most all the time (We use walkie-talkies to help alleviate this problem, but I do admit it don't always work). If you are lucky one of your neighbors might help guide your DH into the site. It is just one of those things that the more you do it, the better he will become. I know my DH can do it on his own now, all I really watch out for is the light posts.
The only other problem we have sometimes is the way people park their vehicles on their sites, sometimes that makes it very hard to back into your site. I know it does for us, and I have seen it many times with other people. If you see that the site is going to be hard, just go back to the front and request another one, many people do.