Ridge cap shingles covered in nails and caulk is failing. Why is this ridge cap covered in nails, well that’s a good question the answer is there is no good reason for these nails to be here. These need to be replaced before it begins leaking.

Skylights are not properly step flashed causing water penetration and roof decking to become rotted. That’s why you see the roof bowing in a downward angle between Skylights.

Pipe boots are not installed correctly. The top of the pipe boot should be under the shingles leaving the bottom exposed acting like a shingle. This way the water sheds off correctly.

This chimney flashing is old and has obviously leaked in the past. The 5 layers of caulk are evidence of that. This flashing should be removed or covered with new flashing and step flashing.