There was so much that resonated with us, so I wanted to confirm everything you said.1) Our target locations are near hospitals, and our target tenants are traveling medical professionals, but we also have other industries such as Amazon, construction, and military operating in our area who have reached out to us through Furnished Finder (FF).

AI can play a role in lead generatio and market analysis, but in the end you want an experienced human to be there on your side when stuff hits the fan. it would happen gradually , similar like travel agent, job agent, marketing agent , stock brokerage agent that the numbers are slowly reducing little by litle.we are moving to society where there would be trust more into machine than human, that's where the concept is moving on slowly and that's the very basic concept of AI. new generation want something that's more emotion-less, bias-less and much less costlier when possible.

So pick the better roofs of the four, get someone up there with a bucket of sealer, roofing caulk, if necessary a few bundles of shingles and patch it up until you have the funds to do a full tear off replacement.20 is a lot to manage part time, I have pushed it to 30 while I still had a corporate job with a lot of travel.

Taking off of work and having over a thousand in travel expenses without a guaranteed win did not seem worth it.I talked to the credit agency and it turns out this will ding my credit for the next 7 years even though the debt is fully paid off.

It should be... a place you lived in, or went to college in, or have family in, or can easily travel to, or want to own a vacation home in. 

I was also a travel nurse. 

For example, a 1/1 occupied by a travel nurse who is gone 12+ hours/day will have much lower utility expenses than a 3/2 occupied by a family with one WFH spouse who is there all day.

The bonus here is you can write off the milage (if you deduct by the mileage method) for your travel to pick up your mail.

Is there a market for furnished mid-term rentals (i.e. travel nurse, insurance company, corporate housing) where you can generate above market rent and positive cash flow?

A five-hour drive gets even longer when you are traveling to a vacant house.5.