The two biggest issues is getting it on the roof and the courage to drill the hole for the cabling, if you don't already have one. I helped my buddy install his about a month ago. With the dish removed, we bungee corded the arm so it wouldn't move and I threw it over my shoulder and walked it up the ladder. They're not that heavy, just awkward, especially if you leave the dish on.
Make sure whoever does the install that you take them the receiver so they can fire it up when done. There are some settings you can struggle with when setting up the receiver. Winegard will walk you through them if necessary, but they are slow to return calls.
