very windy on a hill and about 15 acres behind me open.. always a breeze here...... roofing skills never done anything... caulked around roof vents to fix a few leaks is about it ... was going to drill hole then saw zaw awayIf you are confident in your roofing skills, go up.
Note: If you live in a really windy area, the wind will want to come in thru the vent and make it rattle. The proper type of roof vent will help. I made this mistake in my cabin by using a standard T top vent and it noisy as heck when the wind kicks up.
Go thru the wall if it's easier and lands in an acceptable place.
how about something similar to this?