We have had problems with this window since the purchase of the house 20 years ago. We have replaced the roof and had windows replaced three times. We have also made the window space smaller as advised by the last window installer.

The window sits above a little light well roof 4 by 6. We have tested that roof and no leaks. The roof above the window is a flat tar/gravel roof. Thing is it only leaks when wind is blowing hard or hard rain

The window continues to leak. New windows are under warranty. Had a home inspect come do thermal imaging who said the water intrusion is coming from the window, not the roof.

Window guy came out and said he's going to replace the window (nail-in) with one that fits over the whole and not one that's placed inside the hole.

I am not very hopeful that this will solve the problem as nothing has so far. Any ideas?