during heavy rainstorm last night water came dripping into bathroom through exhaust fan. Checked in attic and found no signs of water coming in through roof but found about an inch of water inside the flexible ducting going from roof to exhaust fan. Patched this area last winter and had no leaks at all during rainy season, and we had a lot of rain. How could water be getting into the pipe but not leaking into atttic from roof?

My grandmother had a "sun room" added to her house and there is a leak where the roof of it was butted up against the existing wall of the house. It appears to have originally been sealed with some clear stuff and then someone came along at some point and put some black tar looking stuff over part of that. It is all cracked now, clear and tar alike. Pics are attached. What should I do to try and re-seal this junction? I'm also taking down some gutter sections which will leave holes in the fascia board and the metal covering it. What type of caulking or sealant should I use to seal off these holes from water damage?