Advice for lack of rainscreen or proper flashing

Advice for lack of rainscreen or proper flashing #green

I'm hoping to get some advice regarding my split entry house (circa 1990) in Eastern Canada that has no house wrap, tape or sealant of any kind. Wall assembly is (inside to out) 1/2" GWB, poly v.b., 2x6 studs, 5/8" OSB, 1/2" EPS rigid foam (nailed with roofing nails and no tape anywhere), vinyl siding (no furring). The brickmould for the windows and doors rest against the insulation and are only flashed at the top, tied back to the insulation, not the OSB. I've been replacing windows as needed over the last 5 years and have noticed damage to the OSB and under the windows at each location. Also found many rusted nails that fasten the rigid insulation. I was younger and "less knowledgeable" than I am now about flashing and drainage planes, so I simply replaced the windows/door in the same fashion as previously. However, I have learned since then and so with the last window I...

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