Hey folks - I really appreciate the replies.
I really trust my property manager, as he’s never done me wrong and came highly recommended from multiple (former) co-workers. He doesn’t hire the cheapest guys in town to get repairs done, but he goes with guys who do quality work, so I don’t mind paying a little extra.
Here is the email that I got from him about the roof:
Roofer went out to check the shingles. There is some very bad places on the roof, where the plywood has rotted, can’t seem to see it from the ground though. I have not seen any signs of leaking inside the house ceilings.
I asked if it was from the storm. He said no, and some of the shingle were not installed correctly (upside down) when the roof was installed, and has deteriorated the wood underneath.
How old is the roof? It doesn’t appear that old?.. I am surprised what I’m hearing… Jerry at Jerry’s Roofing of Tampa Bay is the one who went out to check it. I have used him for over 20 years, he is an honest person. We can have it checked by others if you like. He says you will need to take up part of the shingles in a couple area’s and replace plywood under and reinstall new shingles. Will try to match.
So that’s the information I’m going on. It sounds like Jerry has plenty of experience, so I have no reason to doubt him. I will try to get my property manager to get some pics that I can post here.