The pipe boot on the electrical pole going through the roof is shot! Was probably leaking in the past due to all the old cracking roofing cement on it. Plus the screws are backing out as well. The same goes for the pipe boot on the plumbing vent. It's old and covered in roofing cement. It also needs to be replaced.

Here is a picture of the plumbing pipe boot that looks as bad as the other

Very loose roofing panels at lower transition.