Relevant images: View from the outside: http://imgur.com/a/08xgP View from the inside: http://imgur.com/a/em7jQ Not sure if it's 1 or 2 that's the source of the problem of the leaks. I know the setup looks a bit weird but this is inherited from the previous owner, so... I would like to know the potential severity of the leak if the source as from 1 vs. 2. That way, I can figure out which one to caulk and find the right resources to learn how to caulk up the right places with the right products... It's leaking from the line where the blind is located. The leak was drops at a time. There's no mold around the window (not sure if it would be associated with 1 if that were the case). Thanks in advance!