I have up on tracking on Hemlane… Stessa is 100x greater for this aspect.

ie, wind damages the roof and that lets in rain that damages sheetrock, floors, furnishings,...   

With software like propstream I can even look at seller mortgage details and MLS private remark.Getting license you only know the legality aspect of being an agent but doesn't necessarily means you would be a smarter one to get to know the market.The only thing that I can not do with propstream is I can not download all disclosures when I try to purchase.

Just walk away if you sense they won't let you investigate any aspect of the property you wish to.

At first, he was anxious about having multiple tenants under one roof, but with the right house rules spelled out up front, it turned into a solid monthly cash fow for him.

Fees are through the roof. 

I suspect that is due the psychological aspect in the appearance of it being cheaper in rent, because it's all in the same  area/complex. 

It doesn't add layers of physical damage coverage or cover things that wouldn't otherwise be covered.Agreed, didn’t realize that was the sole aspect of the question.

This is the roof of the first floor. 

It seems to me though your short term objective is to get the HOA to take immediate action on the roof.