"It seems like you should somehow seal up the gaps in the siding before you insulate. I caulk everything everywhere....but in this case, you wouldn't want your caulk to show through. If you were replacing siding you could Tyvek, but…"
"I'd get rid of the sash weight system even though it can probably be repaired. There are retrofit devices that work better and are fairly easy to install, even though in your location heat loss via the weight pockets isn't really a…"
"Do you have any ideas about your dew point?
If it is clothe to the inside - maybe you should try to take off internal insulation?If removing internal insulation is a problem - you can try to install less heat protected garage gates…"
"I'd love to give you some advise but being from Iowa my insulation needs are very different from yours. I have never has problems with fiberglass getting wet and drying out here. I imagine with your humidity the drying…"