After the inspection however, it was pointed out that the house needed a new roof ASAP, there was some leakage in the basement, and the framing was also pretty unsatisfactory which resulted in the house sort of concaving inwards a bit, but the inspector believes it may have just settled there and only came up as moderate concern on the report.

Ask the power company to evaluate for any electrical leakage that you can repair. 

I check for signs of plumbing leakage in the kitchen and baths and do a visual inspection for any noticeable damage.  

Risk of leakage, breakage, humidity, etc...  

Now if it involves cleaning out a sewer line or locating a pipe leakage inside a wall or underneath flooring, that's when a you call in the licensed professional.  

If you keep giving them 24 hour notices to enter to check on what the cause is for the electrical "leakage" or whatever, and they keep having to dismantle and relocate their little grow operation, they may just get rid of it or move it somewhere else.But, that's my guess.  

You don't necessarily need to go that far, even a 4-6" "topper" of blown cellulose will greatly reduce air leakage into the attic & that's what you and your tenant both want.  

Or is there an inspector or someone that can check the duct work or air leakage?

As for the duplex, the bottom floor of the duplex has been completely gutted due to prior leakage from the top floor.

I heard that can cause financing problems.In digging further the litigation is from a single person complaining about not being treated well by HOA regarding roof leakage repairs.Should I still be worried about financing issues?