Sheathing
You've got it; then, of course, your drip edge will set over your trim. Or, you could let your roof sheathing run long, to cover the trim, if you're so inclined, but that usually throws off your 16" increments, and depending on your overall dimensions, can create quite a pile of scrap. Ideally, when you cut your wall sheathing, I would shoot for something like 1/8 - 3/16" gap, just to leave space for it to settle without putting the weight of the roof on the wall sheathing, but, again, I would line it up at the bottom, and not worry about the top, as it will be covered.
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