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Add 1x3 trim pieces around the plywood to give it some strength and depth. You could put a middle trim piece and some X's if you like. JT

Looking good! I like OSI Quad caulk. JT

The flange goes under the siding. JT

Normally a window like that is attached to the surface under the siding and the siding fits into the slot around the window. You might "picture frame" it with 1x3 and a good seal of caulk on the top one like OSI Quad to fill in the gaps on the T111. JT