Not a dumb question.
That said, since your sig line says you have an Intex, I assume that you are currently using the little round floating skimmer that comes stock with most of their pools.
What I've found with mine is that the over wall bracket is weak, and has a tendency to break after a season or two. The Ultra Frame bracket may be built a little stronger, but may still have the same problems as the regular frame models.
Installing a through the wall skimmer isn't a problem. Many here have done it, and wouldn't return to the much smaller stock unit.
From what I can tell from comments here, the through the wall works much better. I have installed one on my pool this last week, and will be hard plumbing it before I open in the next couple of weeks. We'll see how much better it performs.