I’m hesitant because of mold, dry rot, etc. what should my frame of thought be on moving on these.

I am happy to show you a better way to get into the BRRRR method with as little as $10,000 in the bank and invest in Memphis TN real estate the "normal" way.

Have you executed on this method?

Major dry rot/pest issues or perhaps knob and tube wiring would make me hesitant as well. 

Granted, I didn't pay for them so maybe my palate was skewed a bit as those that were sharing - I had several hard core collectors as customers turned friends -  they were often proud to share the price and method of obtaining, but I just don't feel the cost was worth the taste.

I called a company that an insurance had referred to do the drying .  

I’d rather trust a professional with a moisture meter to see if it’s dry (just after or even during a heavy rain would make me feel better) before fixing the ceiling.

Some have found it pessimistic.Use the Enemy Method.

Additionally, you should probably instruct the PM to dry out the attic if you have with fans and / or a dehumidifier. 

I knew about the DBA method which seems to work fine, but this would probably make it much easier for the banks not to push back when they're unfamiliar (which almost all personal bankers seem to be like you mentioned).